CS208101B2 - Herbicide means - Google Patents

Description

The present invention relates to the N-residue of the heteroaryl cyclic amino-aminocarbonyl-aryl-sulfonamide-containing chemical moieties.

French Patent No. 1,468,747 discloses the related novel phenyl phenyl sulfonides useful as antioxidants:

R

wherein R represents a hydrogen atom, a halogen atom, a CF3 group or an alkyl group.

Lngrmann et al. Chem. Ab. £ 3, 18052g (1959) has numerous sulfonamides, including uracil derivatives and those having the formula:

H3C

if

SO 2 NHCNHR wherein R represents a butyl group, a phenyl group or a group

Z is a hydrogen atom or a methyl group.

and R 1 is

In testing hypoglycemic activity in rats (oral doses at 25 mg / 100 g), compounds in which R is a butyl or phenyl group have proven to be the most potent. Other efficiencies were low or non-effective.

Wojciechowski, J. Acta. PoIon. Pharm. 12, 121-5 (1962) [Chem. Ab. 59. 1633 (R)] describes the synthesis of N - [(2,6-dimethoxyprimidin-4-yl) amino] carbonyl] -4-methylbenzenesulfonide:

n / ^0CH 3

CH

Based on the similarity with the known compound, the author predicted HPPP for the preceding compound.

Dutch Patent 121 788, published September 15, 1966, describes the preparation of compounds of formula I, Cl

(and)

NHR _n wherein R 1 and R 1 may be unsubstituted C 1-4 alkyl and R 2 and R 4 may be hydrogen, chlorine or C 1-4 alkyl, and their use as general selective herbicides.

Compounds of formula (ii)

(ii) wherein R represents a pyridyl group, and their use as antidiabetic agents are disclosed in J. Drug. Res. 6, 123 (197-4).

The presence of undesirable vegetation causes substantial damage to crops, particularly to agricultural products, which satisfy the basic human needs in the area of food and fiber, such as cotton, rice, ballot, wheat, soybeans and the like. The current population explosion and accompanying world food and fiber shortages require improvements in the production efficiency of these crops. One way to improve this efficiency is to prevent or reduce to a minium loss part of such valuable crops by destroying or inhibiting the growth of unwanted vegetation.

A wide variety of useful substances are available for destroying or inhibiting (controlled) growth of undesirable vegetation; such substances are generally understood as herbicides. However, there is a need for even more effective herbicides that destroy or regulate the crop without causing significant crop damage.

Some weeds (especially the rumor is such an example) are very difficult to regulate; many of the herbicides that are used to regulate the sediment are so non-selective that they will damage the sammonan crops.

The invention includes novel compounds and their agriculturally acceptable salts, suitable agricultural compositions containing them, and methods of their use as selective as well as general herbicides that have both preemcegeic and postemergence activity. These compounds are highly effective herbicides. They are particularly useful in the regulation of rock, while minimizing damage to desirable crops such as. is, for example, cotton, rice, corn, wheat and the like.

(AND)

The present invention provides a herbicidal composition of formula (Iw)

II

Rj-SOj-NH-C-NH-R wherein R is ^{R is R is}

^R 3 6 6 4 4 ^R 5 7 7

Rb ^Rg *

W a n

X

Z or

and

or

hydrogen, chlorine, bromine, iodine, alkyl-

atom chlorine, atom atom chlorine, atom atom chlorine, atom group with 1 to 2

bromo or methyl, bromo, methyl or methoxybromo, alkyl having 1 to 2 carbon atoms,.

a bromine atom or atom, independently of one another, a C 1 -C 4 atom, a C 1 -C 4 alkoxy group, a nitro group, a trifluoromethyl group, a nitrile group, a CH ₃ S (O) n- group or a CH ₃ CH ₂ S (O) _{n group} -, a hydrogen atom, a fluorine atom, a hydrogen atom, a fluorine atom, a group, an atom, a hydrogen atom, a fluorine atom, a carbon atom or an alkoxy hydrogen atom, a meethyl group, a chlorine atom

R10 independently of one another hydrogen atom, methyl group, chlorine atom or bromine atom, 1 independently of one another oxygen atom or sulfur atom of 0, 1 or 2, hydrogen atom, chlorine atom, bromine atom, methyl group, ethyl group, alkosyl group C 1 -C 3, trifluoromethyl, CH ₂ OR CH ₂ OCH ₂ - and methyl or methoxy, their country-acceptable salts, provided that:

(a) if Rg is not a hydrogen atom, then at least one of Rg, Rg, Rg and Ry is not a hydrogen atom, and at least two of Rg, Rg, Rg and Ry must be a hydrogen atom,

b) when R 8 is a hydrogen atom and all R 8, R 8, R 8 and R 8 are not! a hydrogen atom, then all R g, R g, R g and R y must be either a chlorine atom or a mm ethyl group, and

IN

c) if R 8 is also a hydrogen atom, at least one of R 8, R 8, or R 8 must be a hydrogen atom.

* Advantages in order of increasing convenience in terms of efficiency or cost or both are:

1. those compounds of formula I above, wherein R 1 means the rest

2081Ó1

2. the compound of item 1, wherein is

hydrogen, fluorine, chlorine, bromine, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, CH-S- or CH ₃ CH ₂ S-.

a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom or a methyl group and a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a C1 -C4 alkyl group, a C1 -C4 alkoxy group, a trifluoromethyl group, a nitro group, CH 2 S- or CH 2 C 5 S-, provided that:

(a) if R5 is not a hydrogen atom, Ry R6, R8 and R8; must independently of one another represent a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a methyl group or a mehojyl group,

3. the compound of item 5, wherein is

a) R said pyrimidinyl residue,

X is methyl or (C1-C3) alkoxy; and

Z is ethyl or methoxy; or

b) R said triaziiyl residue,

X 1 is a C 1 -C 3 alkoxy group or a C 1 -C 3 alkoxy group;

Z is a methoxy group,

4. Compounds according to item 6, wherein they are

R 1 is a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a C 1 -C 2 alkyl group, a C 1 -C 2 alkoxy group, a CH ₃ S- group or a ch ₃ ch ₂ s- group,

R4, Rj and R? independently of one another a hydrogen atom, a fluorine atom, a chlorine atom or a methyl group; and

R 8 is hydrogen, fluorine, chlorine, bromine, C 1 -C 2 alkyl, C 1 -C 2 alkoxy, trifluoromethyl, nito, CH 3 S- or C 1 -C 8 S-,

5. Compounds according to item 6, wherein ^R ₃ -

Rj, Rg and R? independently of each other, a hydrogen atom, a fluorine atom, a chlorine atom or

(6) as set out in point 6 above

a fluorine atom, a chlorine atom or a methyl group; and

R g and R c independently of one another are hydrogen, fluorine, chlorine or methyl, provided that:

if R, is not a hydrogen atom, then R4 and Rg must be a hydrogen atom,

7. Compounds of point 6, where they are known

^R 4 ^{and B} 6

R1 and R2 are fluorine, chlorine or methyl, hydrogen, and are not hydrogen, fluorine, chlorine or methyl,

8. Merged ppode point 6 where signify

a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a (C1-C4) -alkyl, a (C1-C4) alkoxy, a CH3S- group or a CH3CH2S- group,

R ₄ , R ₄ and R ₄ are hydrogen and

R 8 is a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a C 1 -C 4 alkyl group, a C 1 -C 4 alkoxy group, a trifluoromethyl group _{9 a} nitro group, a CH 2 S- group or a CH 2 CH 3 S- group,

9. the compound of item 11, wherein is

R 1 is fluorine, chlorine, bromine, C 1 -C 2 alkyl or C 1 -C 2 alkoxy; and

R 8 is a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a C 1 -C 6 alkyl group, a C 1 -C 2 alkoxy group, a trifluoromethyl group or a nitro group, and

10. the compound of item 11, wherein it is fluorine, chlorine, bromine, methyl or methoxy; and

R @ 1 is hydrogen, fluorine, chlorine, bromine, methyl, methoxy or nitro.

Advantages in the order of increasing profitability in terms of efficiency or cost, or both are also:

A. those compounds of formula (I) above wherein R 1 is a radical

B. Compounds according to item A, wherein is

a) R is said pyrimidinyl, Q is sulfur, X is methyl or alkoxy of 1 to 3 carbon atoms, and Z is methyl or methoxy; and

b) R said triazinyl, Q sulfur, X methyl or C 1 -C 3 alkoxy and Z methoxy,

C. the compound of item a, wherein is

R ^ residue Ji Ji and «8 ^S

R _q is hydrogen.

Likewise, those compounds of formula I above are preferred with respect to their activity, where they are

and W is an oxygen atom.

Compounds which are advantageous because of their extraordinary potency or particularly favorable cost or both are:

N - [(4-methoxy-6-methylpyrimidin-2-yl) aminocarbonyl] -2-chlorobenzenesulfonamide, m.p. 194-196 ° C;

2. N [(η 6 -Dimethoxopyrimidin-4-yDeminocarboinyl) -4-dictolorbenzenesulfonemide, m.p.

189-190 ° C,

3. N - [(4-Methoxy-6-methoxy-pyridin-2-yl) -alkylamino] -2-methyl-benzenesulfonamide;

mp 172-174 ° C,

4. N - _[(4> S-climeelhУpУУiiiidi ⁿ n2-yl) aiinokaaibonУ] _{-22thiolensulfonaiid>} 'mp 224-228 ° C

5. N- (4-Ethoxy-6-lithium-1,3,5-triaquin-2-yl) -thioocarbboryl] -2-hydroxybenzenesulfonide, m.p. 174-178 ° C;

6. N - [(4,6-Dimethoxy-1,3,5-trianyl-yyl) aminocarbonyl] -2-chlorobenzenesulfonamide;

mp 188-189 ° C;

7. N - [(4,6-dihydro-1,3,5,4- < 8 > -2- < / RTI > 4-idioiaibonryl-22,5-imoCooybenzenesulfonone), m.p.

While all of the compounds of formula (I) are herbicidal, not all of them are selective for all crops, however, weed control and crop safety can be obtained by selecting special compound. Thus, some compounds exhibit particular selectivity for weed control in rice and rice; crop regulation in crops such as, for example, cotton, cotton, soybeans or rice; undergrowth regulation; Regala-i Ei-hhornia -rassipes. In addition, the compounds of formula I are useful as growth regulators. plants, for example, increase the sugar content of -cane cane and sorghum (Sorghim) and suppress the formation of ears of grass (such as Bahia grass).

Particularly preferred are:

A. for selective weed control in pSenicl:

1. N- [(4niiehooo n6mithhlpyУi ^m-i <din-22yl) aminokkrby0Lnl] -2nehlor 5-methooybenzeniullonamid, mp 199-200 ° C,

2. N - [(4-Chloro-6-O-1,1-di-1,3,5-triadin-2-yl) -diocarboryl] -2-chloro-benzenesulfonamide, m.p. 174-178 ° C;

Third N - [(4> 6-1113.5-iiietCoэo ^г triadin2n1yl) mdiookarbonyl] -2-ch0iyeinzensul0onaiid, t. 'T.

188-189 ° C;

4. N - [(4,6-Dimethyl-1, 1,3,5-thiaziazole221y). Melting point: -2,5-idomethooybenzenesulfonamide, m.p. 187-188 ° C.

B. for selective crop regulation in crop plants:

1. N- [6 ( _> 66dimiehcoolylgimidimidin2n1) thiino0oabУoyl] ln, 52di-chloroenzenesulfonimii, tt

189 DEG-190 DEG C. and

2. N- [(4,6niimeth1lp1rdiidin-2-1 l) amdnoloβrУon1l _I 6} -2-id-hlorbenzensu] lřonamdd · mp 177-182 ° C.

C. for the control of: ( ⁴⁾

1. N - [(4-chloro-1,66-thiophenidin-2-yl) aminoquinoline ^, 1] -2-chloro-benzenesulfonamide, mp 194-196 ° C;

2. N - [(4-Methoxy-16-methyl-1,3,5-triadin-2-yl) itdiool) aybonyl] -2-chloro-enenesulfonamide, m.p. 174-178 ° C;

3. N - [(4,6-Dimethyl-1,3,5-indiazin-2-ylamino) imoocyloxy] -rileene-sulfonamide, mp 183-185 ° C; and

4. N - _{[(4nmethoxy-б-1,3-meeth1.>} trezzin2 5 - yl) iJIliookab0oI1rl] 2-ech0.oг55 ^{mtC0o2yгУenzensulfonami-d, i. t} . 175 and ^from 17 ⁶ ° C,

-08101

D. for use as a growth regulant:

1. N- [(4,6-dimethylpyrimidin-yl) a [n-carbonyl] -enenzenesulfonamide) m.p. 228-230 ° C;

The second N - [(4,6-dimet.hoxypyrimič: in-2-yl) minokirroni'l] -2 _5c) <iichUoreineensulUenamič _l mp 189-190 ° C

3. N [(4 | 6 _{čimetCoxy-1) 3)} 5-t.rlβzin --- yl) aminoklrrunyl] mp 183-185 ° C,

4. K - [(4-Methyl-1-methyl-1,3,5-trien-2-yl) -alkyloxy] -benzenesulfenamide |

5. N - [(4,6-Dimethyl-1,3,5,5-triazin-2-yl) ananolin-4-yl] benzenesulfonamide | mp 200-201 ° C ¹

6. N - [(4-Methyl-methyl-6-methyl-1,3,3,5-trien-2-yl) -amino] aronyl] -2-carbonyl-benzenesulfonyl | TT 174 ^and from 178 ° C.

E. for the selective control of weeds in rice:

1. N - [(4-Methylpyrimidin-2-yl) amino] pyrrolidin-2-ylcarbine-enenamicin | mp 201-203 ° C ^;

2. N - [(4,6-Diethoxypyrimidin-2-yl) trifluorocarboeyl] -2,5-trifluoromethylsulphonide | mp 201-204 ° C.

F. for selective undergrowth regulation:

1. N- [(4 | 6-diCoxy-1,3,5`-triazin-2-y1) eminoatrOelyll] bineensu1Ongg | mp 183-185 ° C.

Synthesi

As shown in Equation 1, a compound of formula I can be produced by treating a strictly-1-amino-imine or - imino-1,3, J-trlazine of formula III with an appropriate substituted sulfoeyl sulphate or sulfoeyl sulfoate of formula II; R, W, X, Z and R are as described above.

equation 1

W

RSOgNCW + NR-R * RSOgNHCNH-R (II) (III)

The reaction is best carried out in inert iprotic organic solvents, such as ethyl chloride. tetaahyčrufvtraeu or iccttoéttilui at room temperature and pressure. The method of addition is not critical, but it is advisable to add the sullonyl isocyanate or sulfonyl isocyanate to the stirred amine suspension of formula III. Since tic isocyanates or isuthiocyanates are usually liquid, their addition can be easily controlled.

The reaction is usually exothermic. In some cases, the desired product is insoluble in a warm reaction medium and crystallizes from it in pure form. Products which are soluble in the reaction medium are isolated by evaporation of the solvent, trituration of the solid with solvents such as 1-chlorobutyl or ethyl ether, followed by filtration.

In some cases, the isomeric product may be isolated from the reaction of Formula I. Such isomeric products are believed to result from the addition of a compound of formula (II) to the indoyoylic amine nitrogen atoms of formula (III) and to the types of structures which may be the result of such editorial reactions as exemplified by the following examples:

HN

In R 15 SO 4 HC-N 2 J 2 -x, Z

OF

X or

It is to be understood that the reaction products resulting from the addition of the compound of formula (II) to the exocyclic compounds are the same as the reaction products. to the endocyclic nitrogen atoms of amines of formula III are to be considered as part of the present invention.

Sulfonylisocyanates of formula II (where W is oxygen) may be prepared by treating the precipitated sulfonamides with phosgene in the presence of n-butyl isocyanate by refluxing in a solvent such as chlorobenzene according to the procedure of H. Ulrich and AAY Sayigh: Newer Methods of Preparative Organic Chemistry, Vol. VI, pp. 223-241, Academic Press, New York and London, W. Foerst Ed. In cases where the desired sulfonyl isocyanate of the foregoing process is obtained in low yield, the sulfonyl urea which is produced by treating the butyl isocyanate with the corresponding sulfonamsaem can be treated with phosgene according to the procedure described in the preceding reference.

The preparation of sulfonamides from ammonium hydroxide and triphenylcelsium is described in detail in the literature, e.g. Crossley et al., J. Am. Chem. Soc. 60, 2223 (1938). The preparation of 2-furansulfonamide is described in J. Org. Chem. U6, 694 (1953).

Certain siphons are best produced by chlorination of the substituted benzene, naphthaline or teisfusion in tetrachloride, as reported by T. Clarke et al., Org. Synnh., Cooi. Vol. 1, 2nd Ed., 1941, p. 65. Other benzenesulfinyl sulfates are best produced by diazotizing the corresponding aniline with sodium nitrite in hydrochloric acid and then treating the diazonium salt with sulfur dioxide and cuprous chloride in acetic acid, as reported by HL Yale and F. Sowinski: J. Org. Chem. 25. ¹ 624 (1960).

Flraosullsloylc) eloriay is best produced by the method given in Equation 2.

Equation 2

Q ₊ n-BuLi ——> Ό

^{C <} 2 H ₂ O / HCl

Sulfosyl isothiocyanates can be produced by treating the sulfamates with sulfide and potassium hydroxide and then treating the potassium salt with phosgene as reported by K. Hartke: Arch. Ρ.βιή. 299. 174 (196).

Synthesis of the ester-cyclic amine derivatives is described collectively in The Chemistry of Heeerocyclic Comiound, a series published in Intencizocz Pubb., New York and London. 2-Aninopyyimidines are described by D. J. Brown in The Pyrimidinzs, Vvl. XVI of the above series.

Soil suitable salts of the compounds of formula (I) are also useful herbicides and can be prepared by a number of methods well known in the art. For example, metal salts may be prepared by treating the compounds of formula I with an alkali metal or caustic earth metal salt solution. a sufficiently basic anion (eg, hydroxide, alkoxide, 1h, Stro or hybrid). Quaternary ammonium salts can be prepared by similar techniques.

Salts of the compounds of formula (I) may also be prepared by exchanging one ions with another. The cation can be stabilized by treating an aqueous solution of a salt of a compound of formula I (e.g., an alkali metal salt or a quaternary ammonium salt) with a solution containing the cation to be replaced. This method is when the desired salt, which contains the exchanged cation, is insoluble in water and can be separated by filtration.

The exchange can also be effected by washing an aqueous solution of a salt of a compound of Formula I (e.g., an alkali metal salt or a quaternary ammonium salt) with a cation exchange column containing the cation to be exchanged. By this method, the resin cation is exchanged with the cation containing the original salt, and the desired product is then eluted from the column. This method is particularly useful when the desired salts are water-soluble.

Acid addition salts useful in the present invention may be prepared by treating a compound of Formula I with a suitable acid, e.g., p-toluenesulfonic acid, trichloroacetic acid, or the like.

The compounds of the invention and their preparation are further illustrated by examples in which the temperature is given in degrees Celsius.

He did

N - [(4,6-Dimethylpyrimidin-2-yl) aminocarbonyl] benzenesulfonamide

To a dry, well stirred solution of 12.4 g of 2-amino-4,6-dimethylpyrimidine in 250 ml of methylene chloride, 18.3 g of benzenesulfonyl isocyanate was added dropwise at temperature and pressure. The resulting mixture was stirred for two hours and the precipitated product was filtered off. After washing with 1-chlorobutane, the product has a melting point of 228-230 ° C and shows characteristic absorption bands in the infrared spectrum at 1710 cm ^-1 , 1620 cm ^-1 and 1550 cm ^-1 . The product is N- [(4,6-dimethylpyrimidin-2-yl) aminocarbonyl] benzenesulfonamide.

Example 2

N - [(4-methoxy-6-methylpyrimidin-2-yl) aminocarbonyl] -2-chlorobenzenesulfonamide

To a suspension of 2-amino-4-methoxy-6-methylpyrimidine (280 g) in methylene chloride (2000 ml) was added 2-chlorobenzenesulfonyl isocyanate (434 g) with stirring. The resulting mixture was stirred for 16 hours, then cooled to 10 ° C and filtered to give 470 g of a solid, m.p. 195-196 ° C. Mass spectrometry gives a molecular weight of 356 for the product.

H, 3.40; N, 15.75. Found: C, 43.89; Found:% C, 43.47;% H, 3.56;% N, 15.30.

This product is N - [(4-methoxy-6-methylpyrimidin-2-yl) aminocarbonyl] -2-chlorobenzenesulfonamide.

Partial evaporation of the filtrate causes precipitation of 20 g of a by-product having a melting point of 160-162 ° C. The infrared absorption spectrum of the second product is similar to that of the first product, the molecular weight of the second product 356.

H, 3.40; N, 15.75. Found: C, 43.89; H, 3.40; Found:% C, 44.09;% H, 3.56;% N, 14.97.

When an equivalent amount of the corresponding 2-aminopyrimidine is treated with an appropriately substituted benzenesulfonyl isocyanate, the following compounds of Formula I may be prepared by the procedure of Example 1 or 2:

Table IA ^R3

О / СН ₃

SO2NhCnH— ~ \ ^N \ CH ₃

^R 3 * 4 K5 ^R 6 «7 mp (° C) H H H H H 228 to 230 F H H H H 218 to 219 CH-, H H H H 195 to 196 Cl H H H H 204 to 205 H H H NO2 H 193 to 196 H H H CF3 H 183 (dec) H CL H H H 142 to 143 -CF ₃ H H H H 218 to 220 NO H H H H - Cl H H -SOCH3 H  - Cl H H -SOC ₂ H5 H - - CH ₃ O- H CH3O- H H 198 to 199 NO. 1 H H NO2 H - ^CH 3 H H NOg H 191 to 192 CH3 H H -CH (CH ₃₎ 2 H 157 to 160 ch ₃ H H Cl H 209 to 211 Cl H H CH ₃ H 211 to 213 F H H F H 189 to 190 AND H H CH3 H - CH3S- H H NO2 H - CřRO- H H CH3 H 193 to 194 NO. 1 H H Η CH, 230 to 232 Cl H H Η Cl 177 to 182 F H H Η F 208 to 211 CL CL Cl Η H 215 to 217 CL H CL CL H 204 to 205 -CH (CH _{3) 2} H Cl H 131 to 136 nC ₄ H ₉ O H H n-C ₄ H ₉ O H - nC ₄ H ₉ H H nC-4H ₉ H - CN H H CN H - c ₂ h ₅ Sat ₂ - H H H H - CHhSOo- H H H H - CH H CH ₃ H CH ₃ 227 to 231 (dec.) F H F H F 173 to 180 CL * H CL H CL 208 to 210 CHJO- H CH ₃ O- H CH ₃ O- 192 to 193 NO. 1 Cl H Cl NO. 1 220 to 222 CH. CH _? H CH3 CH3 244 to 246 CL CL H H H 195 to 197 CL CH ₇ H H H 196 to 199 ch ₃ o- Cl H H H 179 to 180 F CL H H H 196 to 197 CH _? Cl H H H 208 to 209 Br H Br H Br - CL H CL H H 202 to 205 F. H CL H H 202 to 203

1

^R 3 ^R 4 ^R 5 ^R 6 * 7 tt (¾) -SOCH ₃ H H H H - H Cl Cl H H 210 to 212 Cl F H H H - H Cl H Cl H 199 to 202 F H H CH _? H 210 to 212 CH. H H F H ₂₀₀ out of 201 Cl H H CH _? O- H 198 to 199 Br H H Br H 211 to 212 CH ₃ O- H H Cfí ₃ 0- H 193 to 195 CH ₃ H H CH. H 204 to 205 ^CH 3 H H Br H 205 to 207 c ₂ H ₅ o- H H c ₂ H ₅ o- H 208 to 210 CH.O- H H F H 199 to 201 • Cl H H Cl H 212 to 213 H Br H AND H - H H H CH ₃ S- H - H H H ^C 2 ^H 5 ^SO 2 ' H - CH ₃ O- H H Cl H 209 to 210

Table I-B

_л OCHn

O / ^J

II ^N— (

SO ₂ NHCNH- 2 2 nW ^X OCH ₃

^R 3 «4 ^R 5 ^R 6 «7 mp (° c) H H H H H 204 to 205 H ^CH 3 H H H 149 to 151 Br H H H H 210 to 211 F H H H H 198 to 199 TARGET· H H H H 172 to 174 CN H H H H - -so ₂ ch ₃ H H H H - H H Br № ₂ к - H Cl H H H 151 to 153 H H H CF _? H 150 to 152 H H F CN H - H H H -SO ₂ CH ₃ H - H H H -so ₂ c ₂ H ₅ H - Cl Cl H H H 199 to 200 Cl CH-> H H H 177 to 186 CH ₃ O- Cl H H H 190 to 193 сн _ч Cl H H H 190 to 192 F Cl H H H 193 to 195 Cl F H H H - CH ₃ Br H H Br - ^C 2 ^H 5 H H H ^C 2 ^H 5 - H Cl H Cl c ₂ h ₅ o- - H Cl Cl H H 193 to 195 nC ₄ H ₉ O- H H nC ₄ H ₉ O- H 182 to 183 F H Cl H H 206 to 208

^R 3 ^R 4 * 5 ^R 6 «7 mp (° C) AND H H H H - NO ₂ H H H H 223 to 225 cf ₇ H H H H 194 to 197 Cl H F H H 199 to 201 Cl H Cl H H 195 to 197 Cl H ^CH 3 ° H H - H Cl H Cl H 207 to 21.1 H CH ₃ CH ₃ H H 193 to 196 c ₂ ^h ₅ s- H H no ₂ H - F H H F H 177 to 178 CHgO- H H Cl H 199 to 200 CH ₃ H H Cl H 206 to 207 c ₂ H ₅ o- H H c ₂ H ₅ o- H 175 to 177 NO. 1 H H ^CH 3 H 197 to 200 CH ₃ H H - NO ₂ H 194 to 195 TARGET· H H- -CH (CH 2) _? H 136 to 142 Cl H H N0 ₂ H 178 to 180 CH ₃ H H CřL · H 174 to 176 • CřL · H H Br H 195 to 197 Br H H Br H 207 to 209 CH.O- no H CHgO- H 175 to 177 NO. 1 H H NO. 1 H 174 to 179 F H H CHg H 207 to 208 CřL · H H F H 173 to 175 Cl H H CH ₃ O- H 199 to 200 ^C 2 ^H 5 H H ^C 4 ^H 9 H - ^C 4 ^H 9 H H ^C 2 ^H 5 H - CHgO- H H CH ₃ H 180 to 182 . F H H H F 192 to 195 Cl H H H Cl 148 to 153 Cl no H H CH ₃ 166 to 170 C ₂ H ₅ SO - H H H H - CH ₃ S- H H H H - C ₂ ^H ₅ ° - H H Cl H 180 to 183 NO. 1 H H -SOCH ₃ - Cl H H -SOC ₂ Hg - Cl Cl Cl * H H 186 to 187 Cl H Cl Cl no 189 to 190 ^CH 3 H ^CH 3 H CřL · 203 to 205 F H F H F 197 to 199 Cl H Cl Ц Cl 181 to 186 CH ₇ O- H CHgO- H CHgO 185 to 187 NO. 1 Cl H Cl Cl 215 to 218 CH ₃ CřL · H CH. ^CH 3 223 to 226 CHgO Cl H Cl H - CH ₃ Cl H N0 ₂ H -

Т в b u 1 к а I-C 87 0 y-SO ₂ NHCNH- / OCHq J ^{3 s} > j / Ν ' fí ₄ ^R 3 OCH ₃ ^R 3 ^R 4 ^R 5 ^R 6 * 7 t ( ° C) Η H H H H 202 to 203 F H H H H 200 to 201 Cl H H H H 179 to 181 ^CH 3 H H H H 184 to 186 Sat ₂ C ₂ H ₅ H H H H - H H H N0 ₂ 1 ^H - H Cl H H H > 250 H H H CF ₃ H 190 to 191 Cl H H CH ₃ S- H - Cl H H ^C 2 ^H 5 ^S ~ H - ^CH 3 ° F Cl H H H 183 to 184 Cl H H H 244 to 245 F H Cl H H 223 to 224 Cl H F H H 203 to 205 Cl H Cl H H 190 to 191 -SOC ₂ H ₅ CH ₃ O- H H N0 ₂ H - H CH ₃ O-H H H i 82 to 184 ^CH 3 ° ~ Cl H CH ₃ H 227 toŽ 229 H H CF3 H 161 to 162 F H H F H 210 to 212 Br H H Br H 201 toŽ 204 CH-jO- H H CH.O- H 198 to 199 CH. H H Br H 170 to 172 Cl ³ H H NO ₂ H '225 to 226 Cl H H ^CH 3 ° “ H 180 to 181 c ^ o- H H c ^ o H - nC ₄ H ₉ O- C ₂ H ₅ O- CH ₃ 0- H H nC ₄ H ₉ 0- H 165 to 167 H H c ₂ H ₅ o- H 181 to 183 H H F H 192 toŽ 194 CH.O- H H Cl H 197 to 198 Cl ³ H H Cl H 189 to 190 CH. H H Cl H 181 to 183 J Cl H H CH ₃ H 216 toŽ 217 CH ₃ H H NO ₂ H 205 to 207 CH ₃ H H -CH (CH _{3) 2} H 110 to 1 16 CH ₃ H H ^CH 3 H 187 to 189 CH ₃ 0- H H AND H - CH ₃ O- C1 H CH ₃ O- H H 173 to 175 H H H ^CH 3 171 to 174 ^CH 3 F H ^CH 3 F H ^CH 3 197 to 198 H H F 219 to 221 Cl H Cl H Cl 194 to 195 CH ^ O- H ch ₃ o- H CH ₃ O- 180 to 181 Cl ³ Cl H Cl NO. 1 223 to 224 CH ₃ CF ₃ CH ₃ H H CH ₃ CH ₃ 182 to 184 H H H 219 to 220

^R 3 «4 ^R 5 ^R 6 CH ₃ O Cl H Cl CH ₃ Cl H N ° ₂ Table I-D

«7 mp (° C) H H

mp (° C)

H H H H H H 187 to 189 CH ₃ H H H H -CH ₂ OCH ₃ 157 to 158 Cl H H H H -CH ₂ OCH ₃ 179 toŽ 180 Cl H H Cl H -CH ₂ OCH ₃ 174 to 176 CH ₃ O- H H CH ₃ O- H -CH ₂ OCH ₃ 155 to 157 F H H H H H 192 to 193 ^CH 3 H H H H H 211 to 213 Cl H H H H H 201 to 203 H Cl H H H H 198 to 199 F Cl H H H H 219 to 220 сн ₃ Cl H H H H 211 to 213 F H Cl H H H 222 to 235 (dec) H Cl H Cl H H 201 to 203 ch ₃ o- H H Cl H H 224 to 226 NO. 1 H H Cl H H 207 to 209 ch ₃ H H Cl H H 217 to 219 F H H F H H 173 to 199 Cl H H H Cl H 160 toŽ 163 H H H H H c ₂ H ₅ o- 180 to 182 Cl H . H Cl H c ₂ H ₅ o- - CH ₃ H H Cl H c ₂ h ₅ 0- - CH ₃ H H CH ₃ H c ₂ H ₅ o- - H H H H H _{(CH3) 2} CH0- 116 to 120 H H H H H NO. 1 213 to 215 CH ₃ H H H H Cl - H Cl H H H Cl 194 to 195 Cl H H Cl H Cl - CH ₃ H H Cl H c ₂ h ₅ - CH ₃ II H CH ₃ H ^CH 3 - CH ₃ H H H H Br - Cl H H H H Br - Cl H H Cl H Br - II H H H H CH ₃ S- 206 (dec.) Cl H H H H CH ₃ S- - ch ₃ H H H H CH ₃ S- - Cl H H Cl H CH ₃ S- - CH ₃ H H CH ₃ H CH ₄ S- - H H H H H -CF- 179 to 182 CH ₃ H H H H -CF ₃ 172 to 174 Cl H H H H -CF ₃ 173 toŽ 175 H H H -CF ₃ H - ^Horse 3 160 to 163

15 '

203101

«3 «4 ^R 5 ^R 6 X Cl H H Cl H ” ^CF 3 ^CH 3 H H Cl H -CF ₃ CH ₃ H H CH ₃ H -CF ₃ Taboo 1 к and I-E

^R ₄ 6 R?

mp (° C) and ₃

Vso ₂ nc - 7 ^r 4 R ₃

^R 3 ^R 4 ^R 5 ^R 6 . * 7 X mp (° C) H H H H H H 199 to 200 (dec.) H H H. H К -CH ₂ OCH ₃ - ^CH 3 H H H H -CH ₂ OCH ₃ - H H H H H Cl 181 to 183 Cl H H H E Cl 185 to 188 CH. H H H H Cl 176 to 178 Cl H H Cl H Cl - CH ₃ H H CH ₃ H Cl - H H H H H CH ₃ S- 194 to 196 Cl H H H H CH ₃ S- - CH. H H H H ^CH 3 ^S ” - Cl H H Cl H CH ₃ S ~ - CH ₃ H H Cl H CH ₃ S- - H H H H H -CF ₃ 164 to 168 Cl H H H H -CF ₃ 204 to 208 CH ₃ H H H H -CF ₃ 171 to 173 H H H -CF. H -CF ₃ 191 to 194 Cl H H Cl H -CF ₃ - ^CH 3 H H ^CH 3 H -CF ₃ - H H H H H C ₂ H ₅ O- I6j 165 Cl H H H E ^C 2 ^H 5 ° 142 to 144 CH. H H H H C ₂ H ₅ O- 148 to 149 Cl H H Cl H с.н ₅ о- - CH ₃ H H CH ₃ H ^C 2 ^H 5 ° ” -

Example 3

N - [(4,6-dimethylpyrimidin-2-yl) aminocarbonyl] -2-thiophenesulfonamide

To 12 g of 2-amino-4,6-dimethylpyrimidine in 250 roles of acetonitrile was added g of 2-thiophenesulfonyl isocyanate with stirring. The resulting mixture was stirred at room temperature for 2 hours then filtered to give the desired solid, mp 215-216 ° C. The infrared spectrum of this product shows absorption maxima at 1,540 cm ^-1 , 1,605 cm ^-1 and 1,700 cm ^-1 .

P Pikl a d 4

N - [(4,6-dimethylpyrimidin-2-yl) aminocarbonyl] -2,5-dichloro-3-thiophenesulfonamide

To a suspension of 12 g of 2-rminOf4,6-dimifhylpyrimidins in 300 ml mefthlenohhorlds Zr temperature místnooti ^p chloride ^{and 26 g of 2-NS-} iclilnr D-TMO NSU ^ ^ C ^ R ^ i ^ kyEmáts. ^{p 16 h} ndinác ^h stirring, the resulting solution was evaporated n dnsuchn desired product which was obtained as a solid residue is triturated with n ettylehherem filtered. Telcxo Zoban Htkn solid melting at 19 ^2-194 ° C, ^and n you rzuje infračevrená absorption maxima at 1 55 cm ^-1, 1605 ^{cm -1} N i 69 ⁰ cm ^- '.

Example 5

N [(4-Methyl-6-mitphytlylpyrimidin-2-yl) aminopharronyl] -2-lsranssulfonamide

1.60 g of 2-amino-4-methyl-6-methylphenol are added to a solution of 2.10 g of 2-trans-sulfonyl-thiocyanate in 40 ml of meftlenoCtorld. The resulting solution was stirred at room temperature for 1 hour, then refluxed for 15 minutes, then the solvent was removed in vacuo. The solid obtained is allowed to stand for one day under ethyl ether, which contains a trace of ethyl acetate, then is filtered off and dried to give the desired product, which melts at 185 DEG-188 DEG C. (from decomposition).

Treatment of the equivalent of the 2-aminophylimidine impregnated with the sulphonyl sulphonyl sulphonyl sulphonyl sulphonyl sulphonyl sulphonyl sulphonate or the furan sulphonyl sulphonyl sulphate can be prepared according to the procedures of Examples 3 to 5 of the following compounds of Table II:

Table II-A

* ⁸ Q X OF t. t . ( : ° c) H with CH3 CH.O- 207 rž 208 H with CHjO- CH3O- 206 rž 207 Cl with CH. CH3O- 186 nž 187 Cl with CH3 CH3 198 rž 199 Cl with H CH3 197 rž 198 CH3 with CH ₃ CH3O- H with Cl CH - O- H with n-C 6 O 4 CH3O- H with Br CH3O- H with 0F ₃ CH3O- H with CH3S- CHjO- H with CH ₃ OCH ₂ CH3 Cl with CH3O- CHjO- Br with CH3O- CH3O- with CíkO- CH3O- Br with C «3 CH3O- Cl with CH3 CH3 H 0 CHjO- CHjO- H 0 ^CH 3 CH ₃ Br with ch3 CH3 CH with CH ·.

Table II-B о -X li N — У .SO ₂ NHCNH- / Ά— H »Л« 9

r ₉ ^R 10 X of mp (° C) Cl Cl CH3 CH3O- 186 to 188 Cl Cl CH ₃ 0- CH3O- 201 to 202 CHj CH3 CH ₃ CH3 CH, ^CH 3 CH3 CHýO- Br Br CH3 CH3 CH3 Cl CH3 ^CH 3 Br Br CH3 CH3O- CH3 CH ₃ CH3O- CH3O- H H CH-, CHJO-

Example 6

N- [(4,6-Direehtoχpp.Уimialna22yl) arninocarbornl-1-1-alpha * taninsulO (imaril)

To a suspension of 15.6 g of 2'-amino-4,6-lirethexypyririlium in 400 ml of acetonitrile is added

23.3 g of 1-naphthalene-.alpha.-aylo-cyanobutyrate while stirring the macromolecules. Stirring is continued for 14 hours, the desired melt is then discarded and melted at 177-178 ° C after washing with a small amount of ethylene.

When the equivalent of the corresponding 2'-iminopyrrolidine is treated with 1-11 (1, 2'-1'-sulfonyl) -yl-ocmaaaner according to the procedure of Example 6, the following compounds of formula (I) may be produced:

N - [(4-chloro-6-methylpyrrolidin-2-yl) aria-kaibooal] -1-naphthanintoluoanil, mp 205-207 ° C, carboxylic acid (mp 201-202 ° C), N - [(4'-methylpiperidine-22-yl) amine]: amboo-l-1-aanetanediol, mp 182-183 ° C, N - [(4mn-xy-) 6-Methyl-pyrimidin-2-yl) -amino-amino-11-aaphthalenesuline, mp 210-211 ° C.

Example 7

N - [(4,6-Diylmethylpyrimidinium) yl] amiao thioxymethyl] beaznasulOonaril

To a suspension of 12.4 g of 2-imine> -4,6-direetцУ.pyririliau in 60 mi of dry iceet ^ITT-B Il for added 19.9 g Oeaizeiulfcola1LLt-thiokyaaVtu, a heavy white precipitate refuses and promotions ^R IN Onzvolým ether. The product is N- [(4,6-2-lirnthyl0yririlia yliaria th0oxyretlh-1 l ^] ~ nnzensulfoaari ^{of one} of ^{(1 th} in the ¹⁶⁵ and ¹⁷⁰ ° C.

Similarly, using equivalent moss-contaminated sothiocyanate and suitably substituted aminooyriridium, the following compounds of Table III may be prepared:

Table Ш-A

From mp (° C)

^R 4

H H H H H CH. CH ₃ O- 188 to 189 H H H H H CH3O CH9O 192 to 193 Cl H H H H ^CH 3 CH9 c ₂ H ₅ Sat ₂ H H CH ₃ SO ₂ H ^CH 3 CH9O Cl H H H H CH3 CH ₃ O- 184 to 185 Cl H H H H CH3O- CH ₃ O- 169 to 172 CL H H CL H CH ₃ CH9 Cl H H CL H CH ₃ CH.O- CHg H H F H CH3 ch3 CH ₃ H H H H CH3 CHgO 165 to 167 CH ·, H H H H CH3O- CH9O 181 to 182 CL H H H CL CH3 CH9O- CH-O- H H ^CH ₃ " H CH. ch3 CH3C- H H CH ₃ O- H CH3 CH9O- 178 to 180 CH ₃ O- H H CH.O- H CH3O- CH ₃ O- 191 to 193 CL H H NO. 1 H n- ^ Hy CHgO- CL H H NO ₂ H ^CH 3 CH ₃ O- CL H H CF3 H CH ₃ 0 CHgO- CL H H NO. H CH3 ch3 CH ₃ O - H H CL H CH3 CHgO CH.O- H H CL H CF ₃ CH9 NO. 1 H CL H H ch ₃ s- CH ₃ O- CL H CL H H CHjOCH ₂ - CH ₃ O ' c ₂ H ₅ o- H H c ₂ h ₅ o H CH ₃ O CHg CH3 H ^CH H CH3O ^CH 3 CH3O- CH3 H cr3 H CH3 ^CH 2 H> CH3 CH3 H ^CH3 H ^CH 3 CH ₃ O- CH ₃ O- H H Η CF3 H CH3 Ch ' ₃ O- CH3 F H no ₂ H H CHgO- CH3 F H no ₂ H H CH ₃ O- SC ₄ H ₉ H H п-С ₄ Н ₉ H CL CH ₃ nC ₄ H ₉ O- H H n- ^CsH ₉ ^O - H Br CHjO- F CL CL H H CH3O- CH ₃ O- CH3 H H CL F CH3O CHjO- NO. H H H Br CH3O- CH ₃ O- CL H H CL H CH3O- CH3O- AND CH3 H AND H CHjO- CH3O- CF3 H F H H CH3O- CH3O- CN H ch ₃ o- CN H CH3O- CHjO- CH.S- II H CH.S- H CH.O- CH.O-

III-B, χ ^ _phi ~ y ~ SO ₂ NHCNH - (^ «а

mp (° C)

H ^CH 3 ^CH 3 H CH ₃ CH ₃ O- H CH ₃ O- CH ₃ O- Cl CH. ^CH ₃ Cl CH ₃ CH ₃ O- Cl CH ₇ 0- CH ^ O- CH. TARGET· CH-J 3 3 3 CH ₃ CH ₃ ^CH 3 ° - ^CH 3 CH ₃ ° - CH ₃ O- Br CH3 CH ₃ Br CH ₃ CH ₇ O- Br ^CH 3 ° ^CH 3 ° '

196 to 197

202 to 204

III-C

s, x so ₂ nhcnh - ff v,

H ^R 10 ^z

* 9 ^R 10 X of CH ₃ ^GH 3 ^CH 3 CH ₃ CH ₃ - CH CH ₃ CH ₃ O- CH. CHj ^CH 3 ° “ CH ₃ O- Cl Cl CH. CH. Cl Cl chJ CH ₃ O- Cl Cl CH ₃ O- CH.OJ H H TARGET· ^CH 3 ° “ Br Br ^{C! T} 3 ^CH 3 ° -

Example 8

2-Furansulfonyl isocyanate

nBuLi

Et ₂ O, RT

S ° ₂ ~ 3O ^ // NH 4 OH · O ^{/ X} SO ₂ Li h ₂ 0, hci ",

₂

A. Lithium 2-furansulfinate

A solution of 39.6 g (585 mol) of furene in 200 ml of anhydrous ethyl ether was cautiously added under a nitrogen atmosphere with 400 ml of a 1.6 M solution of n-butyllithium in hexane at a reaction temperature of 30 ° C or less. The mixture was stirred until precipitation stopped. After cooling to -25 to -30 C. ^In the mixture to slowly bubbled through for 2 hours, the excess gaseous carbon dioxide. The mixture was stirred for an additional 90 minutes at room temperature and the precipitated 2-furansulfonate alginate was filtered off and washed with acetone. T. i. ² 5 ° C. IR (№U °°) ^{: 3 400 to} 3 ⁰⁰⁰ cm " ¹ (w), 17 ° ⁰ cm" ¹ , 1 550 cm " ¹ (vw), ^{1 210} cm * ', 1 14Ό cm" \ 1 115 cm ^{"1 (m), 1020 cm" 1} (vs), 9 ¹⁰ cm ^{"1 8} 8 ⁰ cm" ¹ (w), 825 m ^c "(w), 735 cm" ^{1 (s).}

B. Furan- ^2- sulfonic acid chloride

^68, 0 ^{g of} 2- ^F iraass ^U FINAT Httotéhio under stirring and cooling to 10 to ¹ 5 ° C. mixed with /

ml of water and 410 ml of concentrated hydrochloric acid. Within 30 minutes, the SMAS liquid chlorine was added dropwise ^(12, 3 s.) ³⁹ 4 ^g) was added and JLS ^f ^ ^I C ^H 3 ⁰ min ^and at 5 ° C. The mixture was poured onto ice and the product was shaken into methylene chloride. Evaporation of the extract gave 44 g of 2-trans-sulphonyl chloride of 95 ° C / 0.7 MPa. IR (in subbs.): 3400 (m), 3120 (1800), 1450 (m), 1450 (s), 1380 (vs), 1210 (1), 1120 (vs), 1 035 (m), 1,010 (vs), 913,888 ⁽ s ⁾ cm "

C. Furan-β-suffonic acid amide

2-Phenylstonylphenyl chloride (23 g, 138 g) was added dropwise to 200 µl. concentrated ammonium hydroxide at 0-5 ° C. ^MES ball ^{hook p} res overnight at room te lots ^{of p} and ^p in vacuo and the ^p ari water, precipitate was oddiltruje promrje and ice water and dried. The yield of ² - ^{f f} urantuf onεm du ⁱ is ¹ 4 ^{g, m.} P ,. · ^120-122 ° C ^[j. ° ^r g. ^Ch em. 18, ^{894 (1} 95 ^{3), and} di uv. 120 ^and 122 ° C]. IR ( »φ1) ι 3250 cm" ^1, about 3100 ^m "\ 1600 cm" ¹ (w), 1550 cm ^-1, 1310 c ^{m "1} 1190 1140 1120 ет ^'1, 1,055 ^{cm -1} , 1,005,930,880 ^ ", 84 ³ cm ^-1 (s).

D. 2-Furanstifinylisocyanate

A solution of 25 ml of oxalic acid chloride and sdtopy DABCO [diazabbcyklo = (2,2,2) -octane] at ¹ 5 DEG m. Dry - ^ Luena for) ^HRI V ^{and 90} ° C. К -tomuto extended to the ^run-em 15 minutes ^p s ^d and ^{10 g} ^^ ^^ γθπ οιίθπ ¹ and the reaction mixture was founded in ^HRI Odin ^and 2 ^h at ⁹ 5 ° C. ^MES is iirrát ^f from ^p Ari to dryness in vacuo. Since ^p Arek (2.1 g oil) in the IR spectrum exhibits absorption charaateristickou isotyan ^ u ⁽²²⁸⁰ cm ^"1).

Example 9,

N - [(4,6-Dimerihll ^, 1,3,5 "- г0 ^ г ^ 1О" 2 ^ "^ 1.) MinocarboneS] -2-tert-butyl bromide: lonamide

To a solution of 12.3 g of 2-nino-, 6-dimerihl-1,3,5-triadine in 250 dry acerotriil was added with stirring 19.7 g of 2-methylbenzosulphonylbisocyanate so as to avoid excessive seizure of the mixture. Stirring is continued until the product is crystallized, the crystals are then filtered off and dried with a small amount of ether. The resulting product, '

N- [(4,6-1,3,5-dimeethy. triřzZn 2-Lys) ² řminoOkarbonSl- -methylbrnzrnsulflnřmid, melts at 141-145 ° C,

Example 10

N '[(4,6-ΰ! ^ -113 _ιηθη> 5 triřzio-2-y S) řminokaгboroSL] -2-chlobeenzentúl0onamLd

To a solution of 12.3 g of 2-amino-4,6-dimethyl-1,3,5,5-triazine in 200 acerilil was added with stirring 21.7 g of 2-chlorosilicate phosphate. When the addition is complete, all the ingredients are dissolved and then thickened to dryness. The solid residue after denaturation tri-ether Filiač provides crude N - [(4,6-1,3,5-dimethfSL rrřzzOn-2-y) amOotřэbO) oyl] 2 othlrbrenzrosul us ^ ^ ^k ^ esters is at 15 and ^{m / z 18} ° C. Nuclear ^E has ^ N ^ C ^ ^P protrudes absbr resonant spectrum of a solution of this material in iriLU.o0locOovt acid exhibits sing ^ those at 2.69 and 8.9 ppm

p. p. m.

Example 11

N - [(4,6-Dimethoxy-1,3,5-triazin-2-yl) aminocarbonyl] -2-chlorobenzenesulfonamide

To a solution of 15.6 g of 2-amino-4,6-dimethoxy-1,3 _{L of} 5-triazine in 300 ml of dry methlene chloride containing 0.1 g of 1,4-diazabicycline (2,2,2-octane) is added stirring. 21 g of 2-chlorbennzzisUfonnlisokyanátu. the mixture was stirred for additional 16 hours and the precipitated solid was filtered o ^. promrje substance is n-butyl chloride and the product, N - [(4 _i 6-dimethoxy-1,3,5 ' triazin-2-ylaminocarbonyl-2-chlorobenzenesulfonamide, melting at 188-189 ° C.

Analysis by IR spectrum exhibits peaks as the substance chaaaateeistické signals ^{at 1740,} 1630 ^and 1595 cm ^'1.

Following the procedure of Examples 9 to 11, the compounds listed in Table IV can be prepared using equivalent moieties of the respective aminnobiazines and suitably substituted sulfonyl isocyanates.

Table IV-A

O .. / ^X €> SOnNHCNH- / n 4 X of t. ° C CH3 CH3 200 to 201 ^CH 3 ° C ^H 3 ° 183 to 185 С1Ц0. CH3 Cl CH3O c ₂ h ₅ CH3O CH3OCH2 CHjO C ^ C ^ C ^ O CH3O 121 to 124 (CH ₂ ) ₂ CHO CH3O CH3S CH30 197 to 199 CHC CH3 CHjS ^CH 3 CH3CH2O CH3 H CH3O CF ₃ CH3O Br CH-, O

Table IV-B

mp ° C

ch ₃ C ^ ° CH3 158 to 162 CH3 CH3 ° CH3O . 144 to 147 CH3 CH 3 ° CH ₂ ™ ³ 147 to 150 CH3 (CH 3) ₂ CHO CH3O CH3 CH3CH2CH2O CH3O.

208101 22nd OF. ° C ^R 3 X сн ₃ ^CH 3 ^S CH _? O 191 to 193 Cl ^CH 3 CH ₃ 185 to 187 Cl ch ₃ o ^CH 3 174 to 178 Cl CHgO CH.O 188 to 189 Cl CH ₃ OCH ₂ ^CH 3 142 to 145 Cl CHgCHgO ^GH 3 117 to 121 Cl CH 2 CH ₂ O CH.O 132 to 133 AND ^CH 3 % F CHgO CH ₃ 168 to 172 F CH ₃ O CH 2 O 169 to 175 CFg ^CH 3 CH ₃ 172 to 174 ^GF 3 TARGET· CHgO 165 to 167 no ₂ ^CH 3 CHgO 178 to 181 (dec) no ₂ ^CH 3 ° сн _? о 175 to 178 ^CH 3 CHgS сн ₃ ^CH 3 H ^{J CH} 3

Cl H CH ₃ Cl CH.S CH ₃ Cl Cl CH. Br TARGET· CH3 Br ch ₃ CH 2 O Br CHgO ^CH 3 ° no ₂ ^CH 3 ČH3 F H CH ₃ F ^CH 3 ^{S CH} 3 F CH ₃ CH ₂ O CHg F _{(CH?) 2} CH0 TARGET· ^CH 3 ^S CH ₃ O CH ₃ F CH.CHpO CH ₇ O ch ₃ o CH ₃ ^CH 3 ^C 2 ^H 5 ^S ° 2 H ^CH 3 CH ₃ O ^GH 3 ^{S CH} 3 CH ₃ ° CH ₃ CH ₂ O CH3 nC ₄ H ₉ 0 Cl CH ₃ ^CH 3 ° CH3 ⁰ CH ₃ ^CH 3 ° CHgO GH-0 ^C 2 ^H 5 ^CH 3 ^C 2 ^H 5 CHgO OH, ^C 2 ^H 5 CH ₃ O CH ₃ O nC ₄ H ₉ ^CH 3 ^CH 3 (ch ₃ ) ₂ ch ^CH 3 ^GH 3 ° (CH ₃ ) ₂ CH CHgO ^CH 3 ° n-C1-4 ^GH 3 ° CH3O CN CH ₃ O CHgO

Table IV-C

^R 6 X of ° C Cl CH ₃ ^GH 3 190 to 191 Cl CH ₃ CH3O Cl CH ₃ O ^GH 3 ° over 250 CF ₃ ^GH 3 CH ₃ 15Q to 162 С1Ц CH ₃ CH ₃ ^CH 3 CH ₃ CH ₃ O ^CH 3 CH ₃ 0 CH ₃ O CH ₇ H ^CH 3 ^CH 3 CH _and CH _? 0 ^CH 3 CH ₇ CH ₃ CH ₂ O ^GH 3 ° Cl ^CH 3 ^S CH ₃ O Br ^GH 3 ^GH 3 Br CH ₃ O ^GH 3 Br CH 2 O CH ₃ O no ₂ CH3 CH. no ₂ CH _? O CH ₃ no ₂ CH ₃ O СИ ₃ О CF ₃ ^CH 3 ° CH ₃ O ^CF 3 ^CH 3 ° ^CH ch ₃ Sat ₂ CH ₃ O CH ₃ O CH ₃ CH ₂ SO ₂ CH ₃ O Gii ₃ 0 AND CH ₃ CHj P ^CH 3 ° ^CH 3 P w CK ₃ F ^C 2 ^H 5 ° CH ₃ O F CH ₃ S CH ₃ O F _{(CH3) 2} CHO CH-10 Cl H CH ₃ - Br H CH ₃ O CH ₃ O ^CH 3 CH ₃

сн ₃ о ch ₃ o ch ₃

CHjO ^C 2 ^H 5 ° CH ₃ CHjO c ₂ h ₅ o CH3 ⁰ CHjO _{(CH3) 2} CHO ^GH 3 ° nc ₄ H ₉ o к ^GH 3 ° CH ₃ O H CH ₃ CH ₃ CH ₃ ^сн з c ₂ H ₅ ^CH 3 ° ^CH 3 CN H CH ₃ CH, S ^GH 3 ° CH ₃ 0 л H CH ₃ S CH3 ⁰ BC ₄ h ₉ ^CH 3 ^GH 3 (CH ₃ ) ₂ CH ^CH 3 CH ₃ O (CH ₃ ) ₂ CH ^GH 3 ° CH ₃ O CH ₃ CH3

Table IV-D

O

II with ₂ nhcnh

«3 ^R 4 X of ° C Cl Cl ^CH 3 CH ₃ 130 to 140 Cl Cl ^CH 3 CH ₃ O 182 to 184 Cl Cl CH.O CH.O 192 to 193 F Cl ^CH 3 c «3 171 to 175 F Cl ^CH 3 CH ₃ O 190 to 191 F Cl CH.O CH ₃ O 275 Cl CH ₃ ^GH 3 CH ₃ 188 to 189 Cl TARGET· CH ₃ CH ₃ O 187 Cl ^CH 3 ^GH 3 ° CH ₃ O 148 to 151 ch ₃ o Cl ^CH 3 ° ' CH ₃ O 178 CH ₃ O Cl CH ₃ CH ₃ O CH ₃ O Cl CH ₃ CH ₃ ^CH 3 ° Cl ^CH 3 ^S CH 0 CH ₃ Cl CH ₃ ^CH 3 CH ₃ Cl ^GH 3 ° ^CH 3 CH ₃ Cl CH.O CH, O CH ₃ F ^CH 3 CH ₃ F ^SH 3 ^GH 3 ° CH ₃ F CH ₃ O CH ₇ 0 F ch ₃ ^GH 3 ^CH 3 F TARGET· CH ₃ ^GH 3 ° F ch ₃ ^GH 3 ° CH ₃ O F F CH.S CH ₃ ° CH. СИ ^GH 3 CH ₃ O = »3 % ^GH 3 CH ₃ F Cl CH ₃ O CH ₃ F H CH ₃ O CH ₃ O F F CH ₃ O CH.O F F ^GH 3 ° CH ₃ F F ^GH 3 ^GH 3 ^CH 3 CH. CH.O CH.O ch ₃ o “3 chJ c «3 ch ₃ o F. CH ₃ ^CH 3 ^CH 3 ° P ^GH 3 ° CH ₃ O CH. Br CH ₃ O ^GH 3 ° Cl Br CH ₃ O ^GH 3 ° ^C 2 ^H 5 Cl ^GH 3 CH ₃ O

Table IV-E / з о / X, / - <|| N = Z

R ₅ - <O / SO ~ ₂ ^ N NHCNH-

^R 3 ^R 5 X of Cl Cl CH ₃ O ^CH 3 ° Cl Cl ^CH 3 CH ₃ O Cl Cl CH ₃ CH ₃ F F CH ₃ O CH ₃ 0 F F, ^CH 3 CH ₃ O Cl F ^CH 3 CH ₃ O cr F CH ₃ ^CH 3 ° ^CH 3 F CH ₃ ^CH 3 ° ^CH F CH ₃ O CH ₃ O F Cl ^CH 3 ° CH ₃ O F Br CH ₃ CH ₃ 0 CH. CH 2 O ^CH 3 CH ₃ O '»3 CH ^CH 3 ° CH 0 CH ₃ • r Cl снт ^CH 3 ° CH ₃ O Cl CH ₃ CH ₃ 0 ^CF 3 F CH ₃ CH ₃ O CF ₃ F CH ₃ O CH ₃ O T ab u 1 к a IV-F

° C

182 to 190

⁰ / ^X with ₂ nhcnh- / v.

* 3 * 6 X of mp ° C Cl Cl CH ₃ CH ₃ 190 to 192 Cl Cl CH ₃ CH ₃ O 186 to 188 Cl Cl CH ₃ O CHjO 185 to 188 Cl Cl CH ₃ CH ₂ O CH ₃ 155 to 159 Cl Cl CH.CH.0 СН..0 147 to 149 CH ₃ CH. CH. CH ³ ₃ CH ₃ CH ₃ CH ₃ CH ₃ O 160 to 163 CH. CH 2 CH.O CH.O 169 to 173 ^CH 3 ° Cl ^CH 3 ^CH 3 CH ₃ ° Cl CH ₃ CH ₃ O 174 to 179 CH ₃ 0 Cl CH ₃ O CH, O 165 CH ₃ O Cl CH ₃ CH ₂ O ^CH 3 183 to 183, CH ₇ O F CH ₃ O CHjO 201 to 203 F Cl CH ₃ O CH ₃ O F Cl CH ₃ CH ₃ O F F CH ₃ CH ₃ 164 to 165 F F CH ₃ CH ₃ O F F CH ₃ O CH ₃ O 206 to 208 Cl F CH ₃ O CHjO Cl F CH ₃ ^CH 3

^к з ^R 6 X of ° C Cl CH ₃ O CHj CH ₃ O 176 Cl ^CH 3 ° CH, O CH _? O 201 Cl CH ₃ O ^CH 3 си ₃ Cl CF ₃ ^CH 3 ^CH 3 ° 177 to 178 Cl GF3 CH, O ch ₇ o 165 to 167 Cl no ₂ ^C «3 CH ₃ 142 to 144 Cl no ₂ CH ₃ CH ₃ O Cl no ₂ CH ₃ O CH ₃ O 168 to 174 ^CH 3 CH ₃ O ^CH 3 CH ^CH 3 ^GH 3 ° ^GH 3 ° ^GH 3 °

GH ₃ CH ₃ GH ₃ CH ₃

CH ₃ O ^GH 3 ^CH 3 ^CH 3 Cl ^GH 3 ^CH 3 ^CH 3 Cl CH3 ch ₃ CH, O Cl CH ₃ CH, O CH, O F ^GH 3 <* ’ CH, 180 to 182 F CH ₃ ^CH 3 CH, O 185 to 186 F TARGET· CH ₃ O CH, O 191 to 192 ^GH 3 F CH ₃ ^CH 3. 201 to 205 CH ₃ F CH, CH, O CH. F ^GH 3 ° CH, O 183 to 184 F ^GH 3 (CiL) ₂ CHO ch.o F ^GH 3 ° СН / ^CH 3 F ^GH 3 ° ^GH 3 CH, O F CH3 ⁰ CH.O CH.O ^GH 3 CF3 chJ · ^CH 3 CH3 ^CF 3 ^GH 3 ° CH, O CH. (CH.) ₂ CH ^GH 3 ° ' CH.O F CF ₃ CH3 CH, O F CF. CH3 ⁰ CH 2 O TARGET· Br CH-0 CH Cl Br CH ₃ CH3 ch ₃ ch ₃ Sat ₂ ^GH 3 ° CH ₃ O CH.O NO CH ₇ S CH 2 O Br F Cl CH3 CH ₃ O (ch ₃ ) ₂ ch Br CH, O (CH ₃ ) ₂ CH ch ₃ o ^GH 3 ^S CH ₇ 0 F сн ₃ H ^CH 3 ^GH 3 NO ₂ ^CH 3 CH, O 190 to 191 CH ₃ NO ₂ СН, 0 С1ЦО 142 to 145 ^GH 3 no ₂ CH, “3 CH ₃ (CH ₃ ) ₂ CH TARGET· ^GH 3 167 ^GH 3 (CH ₃ ) ₂ CH ^GH 3 CH, O 115 CH ₃ (CH ₃ ) ₂ CH CH, O CH, O 135 CH ₃ CH ₂ O Cl CH, сн _л о 179 to 181 CH ₃ CH ₂ O CH ₃ CH ₂ O CH ₃ ^сн з 134 to 136 ch ~ ch ₂ o CH ₃ CH ₂ O ₍ CH ₃ 0 CH, O 187 to 188 ^GH 3 Cl CH ₃ CH, 189 to 191 TARGET· Cl CH, CH ₃ O CIL ·. Cl CH, O CH 2 O Cl ^GH 3 CH, ^C »3 Cl CH ₃ CH ₃ CH, O Cl ^GH 3 CH ₃ O CH, O

^R 3 »6 X of ° C Br Br CH ₃ CH ₃ 204 to 205 Br Br ^CH 3 CH ₃ O 178 to 180 Br Br CH ₃ O CH ₃ O nad 275 ch ₃ o ch ₃ o CH ₃ ^CH 3 144 to 150 CH ₃ O ch ₃ o ^CH 3 CH ₃ O 187 to 205 (dec. ^CH 3 ° ^CH 3 ° CH ₃ O CH 0 187 to 188 ^CH 3 ° ch ₃ o CH ₃ CH ₂ O «’ 96 to 100 ^CH 3 ° CH ₃ O CH ₃ CH ₂ O CH ₃ O 138 to 144 Table IV-G

^R 3 Λ o 7 у0 γ-SO ₂ MHCMH- ^ N «3 ^N \ t. ^{( Э} С «7 X of t. * Cl Cl CH ₃ ^GH 3 142 to 158 Cl Cl ^CH 3 ^CH 3 ° 203 to 206 Cl Cl ^CH 3 ° ^GH 3 ° 205 to 208 Cl Br CH ₃ OCH ₂ ^CH 3 Cl ^C 2 ^H 5 ^CH 3 CH ₃ Cl CH ₃ ^CH 3 CH ₃ ° 171 to 172 Cl CH ₃ ^CH 3 ° СН-.0 173 to 176 F P CH ₃ ^GH 3 192 to 193 F F CH ₃ CH ₃ O 213 to 215 F F ^CH 3 ° CH ₃ O 275 Cl ^CH 3 ° CH ₃ O CH ₃ O Cl ^C 2 ^H 5 ° CH ₃ O CH ₃ O

T a b u 1 k й IV-H rf-

^R 6 \ 0 / - Λ II / 0 / -SO ₂ NHCN 1 · ₄ X ч 'í ^R 4 ^fl 6 X of mp, ° C Cl Cl. CH ₃ CH ₃ 210 to 213 Cl Cl CH ₃ O CH-0 207 CH ₃ ^GH 3 ^CH 3 ° CH ₃ ^CH 3 ^GH 3 CH ₃ O CH ₃ O CH ₃ CH _? CH- ^GH 3 ^GH 3 Cl ^CH 3 ch ₇ CH ₃ Cl CH ₃ O '»3 CH ₃ Cl CH ₃ ° CH-0 J CH- F CH ₃ O CH ₃ O CH ₃ F CH ₃ CH ₃ O CH ₃ F ch ' CH ₃

Table IV-1

Cl Cl CH ₃ ^CH 3 194 to 195 Cl Cl CH ₃ CH ₃ O 188 to 190 Cl Cl CH, O CH.O 280

Table IV-J

R

O / *

II / ^{N ==} \

SO ₂ NHCNH — N ©

^r 4 R3

^R 3 ^R 4 ^R 5 X of ° C Cl Cl Cl ^GH 3 ^CH 3 178 to 184 Cl Cl Cl CH ₃ CHjO 169 to 171 Cl Cl Cl CH ₃ O CHjO 175 to 178

Table IV-K

* 3 * 4 ^R 6 X of Cl Cl Cl CH ₃ ^CH 3 Cl Cl Cl CH ₃ CH ₃ ° Cl Cl Cl CH ₃ O CH, O Cl CH, Cl CH ₃ O ^CH 3 CH ₃ Cl CH, CH ₃ O CH ₃ CH ₃ O Cl «Ь CH ₃ O ^CH 3

Table IV-L

in * 4 X of CH ₃ CH ₃ CH ₃ CH ₃ O CH ₃ Cl Cl Cl CH ₃ O CHjO r F F CH ₃ O CH, O CH ₃ Cl Cl CH ₃ O CH ³ CH ₃ Cl CH ₃ CH ₃ O CH ³ CH ₃ F CH ₃ CH ₃ O %

and IV-M ⁰ / ^Х

II ^{N ==} \ sat ₂ nhcnh- ^ n

N—

^R 3 ^R 5 ^R 6 X of ° C Cl Cl Cl CH ₃ CH ₃ 184 to 186 Cl Cl Cl ^GH 3 CH ₃ O 169 to 171 Cl Cl Cl CH ₃ O ^CH 3 ° 169 to 168 Cl CH ₃ Cl ^CH 3 ° ^CH 3 Cl CH ₃ NOp CH ₃ O ^CH 3 F CH ₃ Cl CH ₃ O ^CH 3

and IV-N

t. t.

CH ₃ CH. ^CH 3 CH ₃ CH ₃ 205 to 207 CH ₃ ^CH 3 CH ₃ CH ₃ CH ₃ O 177 to 185 CH ₃ ^CH 3 CH ₃ ^CH 3 ° ^GH 3 ° 160 to 167 F F F GH ₃ CH ₃ 163 to 169 F F F CH ₃ CH ₃ 152 to 155 F F F CH ₃ O CH.O 194 to 196 Cl Cl Cl CH ₃ CH ₃ 188 to 190 Cl Cl Cl CH ₃ CH ₃ O 159 to 161 Cl Cl Cl CH ₃ O CH ₃ O 166 to 168 Cl Cl ^CH 3 CH ₃ CH ₃ O F F ch ₃ CH ₃ O CH ₃ O Cl ch ₃ CH. CH ₃ CH ₃ O ch ₃ F ^СН 3 CH3 CH ₃ O F Cl Cl CH ₃ O CH ₃ O F F Cl CH ₃ O CH ₃ O

Та b u 1 к and IV-0

^R 3 ^R 4 ^R 6 X of t, t ⁰ C ^GH 3 CH. CH. CH. CH ₃ CH ₃ 200 to 205 CH ₃ CK _CH ; CH ₃ ^CH 3 CH ₃ O 195 to 197 CH. = «3 CH. CH. CH ₃ © CH ₃ O 185 to 189 Cl Cl Cl Cl CH ₃ CH ₃ Cl Cl Cl Cl CH ₃ CH ₃ O 187 Cl Cl Cl Cl CH.O CH.O over 250

Example 12 '

N [(A-Methoxx-6-methyl-1,3,5-triazin-2-yl) -aminocarbonly] -2-thiophenesulfonamide

To a suspension of 14.0 g of 2-mino-4-methoxy-1,6-methyl-1,3,5-triazine in 300 ml of acetonitrile were added to a solution of 19 g of hhiifen-2-sulfonylthiophene. The mixture was stirred for 6 hours, the precipitated product was decomposed, m.p. 182-184 ° C.

Following the procedure of Example 12, the compounds of Table V can be prepared using ecologically equivalent amounts of the appropriate amine-1,3,5-Hraazone derivatives and the corresponding sulfolin-isolalahs.

Table

V-A

K9 ^R 10 X OF t.t. ' Noc: 2 ° C Cl Cl ^CH 3 ^CHj 127 ai 133 Cl Cl CHj CHj 165 ai 171 Cl Cl CHjO CH3O 181 ai 184 CHj CHj CHj CHjO CH.- CH _? CHjO CHjO Br Br CHjO CHjO H H CHj CHjO

Table V-B

^R 8 X OF Q t .. ^{C >} c H CH- CHj WITH 174 ai 176 H ^CHj CHjO with 182 ai 184 H CHjO CHjO with 191 ai 192 CHj CHj CHjO with CH, CHjO CHjO with CH- CHjCHpO CH ₂ O with WHOSE CHj CHj with 192 ai 195 Br CHj CHjO with Cl CHjO CHjO with 193 ai 195 H CHj CHjO 0 H CHjQ CHj0 0

N - [(4,6-DimethO3qr-1,3,5-triazio-2-yl) aminocarbonyl] -1-o-Otatinsuphonamide

23.3 g of 1-naphthalenesulfonic acid are added dropwise with stirring to a suspension of 16 g of 2-butino-4,6-dimethyl-4H-tritzine in 400 ml of acetonitrile. The mixture was stirred for an additional 14 hours and the eluent was filtered off. The product was thawed at 171-172 ° C.

Following the procedure of Example 13 and using equivalent amounts of the appropriate amino-1,3,5-triazine derivatives and the sulfonyl isocyanate, the following compounds of Table VI were prepared.

Table VI

b. t

CH ₃ CH ₃ 179 to 183 ^CH 3 CH ₃ O 186 to 188 CH ₃ O CH ₃ O 171 to 172 CH ₃ OCH ₂ ^CH 3

Example 14

N - [(4,6-Dimethoxy-1,3,5-triazin-2-yl) aminothioxomethyl] -benzenesulfonamide

A mixture containing 20 g of benzenesulfonyl isothiocyanate, 5.6 g of 2-amino-4,6-dimethoxy-1,3,5-triazine, 250 ml of acetonitrile and a catalytic amount of dibutyltin dilaurate is stirred for 24 hours and then the unreacted triazine is filtered off. Concentration of the filtrate to dryness gives a gummy residue which, upon trituration with ether, gives a precipitate of the desired compound. The melting point after filtration is 148-150 ° C.

Using the procedure of Example 6 using equivalent amounts of the respective sulfonyl isothiocyanate and aminotriazine derivatives, the compounds of Table VII were prepared.

Table VII

WITH

R ^OgNHCNHRz

CH ₃

R

осн ₃

осн ₃

осн ₃

Preparations:

Useful formulations of a compound of Formula I may be prepared by conventional methods. These preparations include dusts, granules, tablets, solutions, suspensions, emulsions, wettable powders, emulsifiable concentrates and the like. Many of them can be applied directly. Spray formulations can be prepared in suitable environments and used in manure from a few liters to several hundred liters of fluid per hectare. Highly concentrated mixtures may be used mainly as mm-products for further formilation. The formulations generally contain about 0.1% and even 99% of the active substance (s) (in terms of the molar mass) and at least one of the other ingredients being (a) surfactant (s) (0% and 20%, b) solid or liquid diluent (1% and even 99%. These additives are used, for example, in the following approximate porn:

Active substance

Diluent (s)

Surface active

SmmOil powder20

Oil suspensions, mucus, solutions, (including emmouldable concentrates) 3 Aqueous suspensions10

Poprašky1

Prills and pills0, '

Strong concentrates90 fabric (s)

% % % ai 90 0 and 74 1 and 10 ai 50 40 and 95 0 ai 15 ai 50 40 and 84 1 and 20 ai 25 70 and 99 0 ai 5 ai 95 5 and 99.9 0 ai 15 ar 99 0 ai 10 0 ai 2

Low or high levels of active substances can be used in the formulations, depending on the intended use and the physical properties of the substance. ^In ^^ S ^: the ratio of the surfactants to the actual active substance is sometimes desirable but reaching him - - incorporation into the formulation or another mixing tank.

Typical solid diluents are described in the Handbook of Secticide-Dist Diluents and Carriers (Waakins et al., 2nd ed., Dorland B &apos; s, Caldwee, New Jersey). Diluents with higher absorption activity are used only for wettable powders, denser solvents for dusts. Typical liquid diluents and solvents are described in Solvents G. ide (Mri, 2nd edition, Interc., New York 1950). For the preparation of concentrated suspensions, it is preferable to use solvents in which the solubility of the active substance is less than 0.1%. Concentrated solutions have the advantage of being stable to phase separation at 0 ° C. A list of surfactants and their recommended uses can be found in McCulchenott Deeergents and Emulsifiers Ainiual (MC friblishing the Axis Ridgeecod, New York) or the Encyclopedia of Surface Accive Agents (Sisely and Wood, CheniC8a.Pullishttg Co., Inc. New York 1964). All formulations may contain a greater amount. antifoaming agents, anti-clumping, corrosion, microbial growth and the like.

Methods for making such mixtures are well known. Solutions are prepared simply by mixing individual ingredients. Fine powdered smmsi are produced by mixing and usually still displaced in different types of mills. Suspensions are prepared by moon grinding (see, e.g.

Littler, US Patent 3,060,084). Granules and pills can be made by spraying ready-to-use granular carriers or by agglomeration techniques (see JE Browning, AAggoomraaion. Chemiial Engeneerite, Dec. 4, 1967, p. 147 ff or the Perry's Chemical Handbook, 4th edition, McGraw-Hill, New York 1963, pp. 8 and 59ff).

DaaSÍ - information concerning the preparation technique can be found, for example, in:

Η. U.S. Patent 3,235,361, issued February 15, 1966, column 6, line 16, ai to column 7, line 19, and in Examples 10 and 41.

É..W. Luckenbaugh, U.S. Patent 3,309,192 of March 14, 1967, Col. 5, line 43 through column 7, line 62 and Examples 8, 12, 15, 39, 41, 52, 53, 58, 132, 138-140, 162-167. 164, 166, 167, 169-182.

H. Gysin and E. tonuli, U.S. Patent 2,891,855, issued June 23, 1-959, column 3, line 66 through column 5, line 17a. Examples 1 to 4.

G. C. Klingman, Weed Cootrol Inc. and Science (John Wiley Sons, Inc., New York 1961, pp. 81-96).

J. D. Fryer and S.A. Evanst Weed Cnnrol Handbook, 5th Edition, Blackwee Scieenific Oxford, 1968, 101-103.

In the following examples, all parts are understood to be mono-bearing parts unless otherwise indicated.

Example 15

SmOCtable powder%

Sodium ligninsulphonate2 Sodium lignin sulphonate2 Sodium ligninsulphonate2 Ammonium silicon dioxide N - [(4,6-dioethhyipyimidin-2-yl-amino-carbonyl) benzenesulfonaoid80

After mixing, the ingredients are ground in a cladium mill until all the particles are substantially less than 50 nanomolar (λ) and finally mixed again.

P. Said a d 16.

Smmatelný powder%

Sodium N - [(4-methooy-66-methylpyrimidin-2-yl) aminocarbooyl] -2-chloro-5-methoxybenzene-sulfonamide 50 Sodium naphthalene sulfonate2

The ingredients are mixed, coarsely grinded in a pulley mill, then in an air mill to give particles all substantially below 10 nanomolar in diameter. The product is mixed again before packaging.

Peak ice

Granules% wearable powder of Example 16 5 Athapulgite granules (U.S.S. 20 to 40 0.84 to

0.42 mm) 95

A slurry of readable powder, which contains about 25% solids, is sprayed onto the surface of the Athapulgin granules in a two-cone mixer. Granule. is then dried and killed.

Example 18

Compressed tablets%

N- [(4-methooy-66-methylpyrimidin-22-yl) aminocrossin-1-yl] -2-chlorobenzeneBUlOonamide25 Sodium sulphate10 Crude calcium ligninsulphonate5 Sodium alkylmaphthalenesulphonate1 Calcium / magnesium bentonite59

The ingredients are mixed, ground in a hammer mill and then moistened with about 12% water. The mixture is pressed into a roller about 3 mm in diameter. Cutting the roller yields tablets about 3 mm long. These can be applied directly for drying, or the dried tablets can be divided enough to pass through the US.S. No. 20 (0.84 mm holes). - Griaiule, yo crushed enough to pass through a U.S.S. No. 40 (0.42 mm holes) can be packaged directly for ingestion, the fine particles are recycled.

Example 19

Oil suspension%

N- [(4,6-diiethOJylyliminin-2-yl) εeitokarboryl] 62,5- · dich0obbenzen8ulOonaini25 hexaoleate polyoxyltth ^r lensoobbtolu5 higher oil alifatiklých uhlovodíků70

The components are ground together in a sand mill until the particle size is less than 5 nanometers. The resulting suspension can be used directly, or preferably by adding an oil to it, or by emulsifying it in water.

Example 1 ^a d 20 ⁷ >,

Powdery powder%

Sodium N - [(4,6-initin-2-ylpentylin-2-yl) aminocarbboryl] -2,66-dichlorobenzenesulfonate '20 Sodium alkylnaphthalenesulfonate '4 Sodium lignin sulfonate4 Low viscose melamine-cellulose3 Attapulgit69

The components are mixed together. After grinding in a hammer mill to obtain particles whose size is all below 100 nanomere in size, the material is - re-milled, sieved - U.S.S. NO. 50 (with a hole size of 0.3 mm) and packed.

Example - 21 -.

Granules of low efficiency (with low concentration of active ingredient)%

N - [(4-Methoxy-6-methylpyridin-2-yl) aminocarbor]] 626-methylbenzenesulfonamide1

N, N-dimethylformamide 9 attapulgite granules (U.S.S. 20-40 meh) 90

The active ingredient is dissolved in the solvent and the dust-cleaned granules placed in a two-cone mixer are sprayed with the solution. When all of the solution is consumed, the mixer is allowed to run for a short period of time and then the granules are packaged.

Example 22

Aqueous suspension

N - [(4,6-dimethylpyriroidin-2-yl) aminocarbonyl] -benzenesulfonamide40 polyacrylic acid hardener0,3 polyethylene glycol ether dodecylphenol0,5 sodium hydrogen phosphate1 sodium dihydrogen phosphate0,5 polyvinyl alcohol1 water56,7

The components are mixed and ground in a sand mill to obtain particles all of which are substantially below 5 nanometers in size.

Example 23

Solution% N - [(4-methoxy-6-methylpyrimidin-2-yl) aminocarbonyl] -2-chlorobenzenesulfonamide sodium salt 5 water 95

The salt is added directly to the water with stirring to give a solution which can be packaged directly for use.

Example 24

Granules of low efficiency

N - [(4,6-dimethylpyrimidin-2-yl) aminocarbonyl] -2,6-dichlorobenzenesulfonamide 0.1 attapulgite granules (U.S.S. 20 to 40 mesh) 99.9

The active ingredient is dissolved in the solvent and the dust-free granules are sprayed in a two-cone mixer. After all the solution has been consumed, the material is heated to evaporate the solvent. The material is allowed to cool and then packaged.

Example 25

Granule%

N- [(4,6-dimethoxypyrimidin-2-yl) aminocarbonyl] -2,5-dichlorobenzenesulfonamide80 wetting agent1 salt of crude lignin sulphonate (containing about 5 to 20% natural sugars) 10 attapulgite clay9

The ingredients are mixed and ground to pass through a 100 mesh sieve. This material is then transferred to a fluidized bed generator, the air flow is adjusted so that the material is slightly fluidized, and a fine stream of water is sprayed onto it. Fluidization and spraying are continued until granules of the desired size are formed. Spraying is stopped, but fluidization is continued, optionally with heating, until the water content is reduced to the desired amount, usually less than 1%. The material is then removed, sized to the desired size, usually 14 to 100 mesh (even 4Ю to 149 nanometers), and packaged for use.

Example 26

High Efficiency Concentrate%

N- [(4,6-dimethylpyrimidin-2-yl) aminocarbonyl] -2-thiophenesulfonamide99 silica airgel0,5 synthetic amorphous silica0,5

The ingredients are mixed and ground in a hammer mill until substantially all of the material is sized to pass through a U.S.S. No. 50 (0.3 mm holes). The concentrate may be further treated if necessary.

Example 27

Wettable powder%

Sodium N - [(4-methoxy-6-methylpyrimidin-2-yl) aminocarbonyl] -2-chlorobenzenesulfonamide95 Sodium dioctyl sulfosuccinate 0.1 Synthetic fine silica4,9

The ingredients are mixed and ground in a hammer mill until substantially all particles have a size of less than 100 nanometers. The material is sieved through a U.S.S. No.50 and then packed.

Example 28

Wettable powder%

N - [(4,6-dimethoxypyrimidin-2-yl) aminocarbonyl] -2,5-dichlorobenzenesulfonamide40 Sodium ligninsulfonate20 Montmorillonite clay (hydrous aluminum silicate and calcium calcium magnesium silicate) 40

The components are mixed together, coarsely ground in a hammer mill, and then in an air mill to obtain particles whose size is substantially all below 10 nanometers. · The material is mixed again and then packaged.

Example 29

Oil suspension%

N - [(4-methoxy-6-methylpyrimidin-2-yl) aminocarbonyl] -2-methylbenzenesulfonamide 35 mixture of polyalcohol esters with carboxylic acids and oil-soluble petroleum sulfonates 6 xylene 59

The components are ashed and ground together in a sand mill so that substantially all particles have a size of less than 5 nanometers. The product may be ingested directly, diluted with oil or sealed in water.

Example 30

S ^ Italian powder% ►.

Sodium 2-lignin sulphonate N 2 - [(4 _> 6-dimethyl-1-oxo-1,3,5-triazio-2-yl) amino] -benzenesulfonamide 80-alkylo-phthalosulfonate with synthetic ammonium trioxide3

The ingredients are mixed, milled in a pulley mill until substantially all of the particles are free! size less than 50 nanomere, mixed and blended again.

Example 31

Soap powder%

Sodium N - [(4,6-dimethoxy) -1,3,5-triazin-22-ylaminol-tert-butanol] benzenesulfonamide50 Sodium octylphthololosilphloate2

The ingredients are mixed, coarsely ground in a pulley mill, then in an air mill until substantially all particles have a diameter less than 10 nanometers. The product is mixed again before packing.

Example 32

The granular powder of Example 315 is a granular powder (U.S.S. 20 to 40 mesh 0.84 to 20 mesh).

A powdered slurry containing about 25% solid particles is sprayed onto the surface of the grams. in dvnutuSelovée mixing machine. The granules are dried and blended.

► Example 33.

Compressed tablets%

N - [(4-eothonyl-mothhll 1,35-triazol-2-yl) aminocarbonyl] -2-chlorobenzosulphonone 25 anhydrous sodium sulphate10 crude calcium lignosulphonate5 sodium alkylnaphthalenesulphonate 1 calcium / magnesium bentonite _L 59

The ingredients are mixed, ground in a hammer mill and moistened with about 12% water. The mixture is sieved in the form of a cylinder having a diameter of about 3 mm, and the cylinder is cut by cutting to give tablets about 3 mm in length. These can be used directly after drying, or the dried tablets can be milled to pass through a U.S. Ser. 20 (0.84 mm holes). Granules, after crushing enough to pass through a sieve U.S.S. 40 (0.42 mm holes) can be packaged for use and finer particles are returned to the cycle.

Example 34

Oil suspension%

N- [(4,6-dimethoxy-1,3,5-triazin-2-yl) aninokarbonyl] -2-choor-5-methoxybenzoyl ybbenzensulf onamid25 hexaoleate pollocofУt θ ^ ^n-tУ iuorit <olu5 higher oil aRaBiic ^ ch hydrocarbons70

The components are milled together in a sand mill until the particle size is reduced to below about 5 nanometers. The resulting suspension may be used directly, but is preferably used after dilution with oil or emulsified in water.

Example 35

Snminkable powder%

Sodium N - [(4,6-dimethoxyphenoxy) -1,3,5-triazol-2-yl] aminocarbonyl] -2-chlorobenzenesulfonamide Sodium alkali naphthalenesulfonate4 Sodium ligninsuccinate4 Viscous cellulose3 Attapuugit69

The ingredients are mixed together. After disassembling in a pulley mill, sinters are obtained which substantially all of our size is less than 100 nbm. The material is again sieved, sieved through a US.S. No. 50 (with 0.3 mm holes) and pack.

P Pikl a d 36

Oil suspension%

N- _{[(4,6-diiethonOli>} 3.5 - riaiin-2-yl) aeiinnkarboInrl] benzensulfonblid35 polltlkntnlů mixture of esters with carboxylic acids' and oleum oil soluble suufonnát6 xylen59 "The ingredients are mixed together and ground in a sand mill. the product can be used directly, diluted ole, or emulsified in water.

EXAMPLE 37 High Efficiency

N [(4 ₎ 6-di-methyl-1H-3-oxo-1,3,5-triazin-2-yl) amino] -carbonyl] -

Ornzens'ulfonamiU99 silicon dioxide aerogel0,5 tynOrtic nDoofic quartz oxide0 ^

The ingredients are smíchaaí and ground in the roller mill until obtaining .eaaerbál _il that substantially all pass through a USS No. 50 (0.3 mm holes). The container may be further modified if necessary.

EXAMPLE 38

Granules of low '%

1 - [(4-Esteronyl-6-methyl-1,3,5-triazol-2-yl) -ethyl] -benzoic acid] -2-chloro-5-ethoxybenzene sulfonamide

Attapulgite granules (U.S.S. 20-40 mmh) 90

The active ingredient is dissolved in. .solvent. The solution is sprayed onto granules (dust-free) in a rotary mixer. When the spraying of the solution is complete, the Djisic is allowed to run for a short time and then the granules collapse.

Example 3 ·

Aqueous suspension%

N [(0,6-Ethyl-1,3,5-tbiazio-2-yl) pyrrolidinone] benzenesulfonamide 40 Thickener with Polycrylic acid0,3

UoduryУfrnolrther polyrthylrnllykclu0,5 sodium hydrophosphate1

Sodium hydride sodium 0.5 polyvinyl alcohol 1.0 water56.7

The components are mixed and ground together in a sand mill to obtain particles whose size is substantially more than 5 nanometers each.

Example 40

Solution%

N - [(O-ethoxy-β-methoxy-1,3,5-triazio-2-yl) aminocarbonyl] -4-chlorobenzenesulfonamide as sodium salt

Adding the brine directly to the water while stirring gives a solution that can be used for use.

20Θ101

Example 41

Granule

N - [(4,6-dimethoxy-1,3,5-triazin-2-yl) aminocarbonyl] -2,5-dimethoxybenzenesulfonamide wetting agent crude lignin sulphonate salt (containing 5 to 20% natural sugars) attapulgite clay

The ingredients are mixed and ground to pass through a 100 mesh sieve. This material is then transferred to a fluidized bed granulator, the air flow is adjusted to fluidize the material slightly, and a fine water stream is sprayed onto the material. Fluidization and spraying are continued until granules of the desired size are formed. Spraying is stopped, but fluidization is continued, optionally with heating, until the water content is reduced to the desired value, usually less than 1%. The material is then removed, screened to the desired size, typically 14-100 mesh (1410-149 nanometers), and packaged for use.

Example 42

Granules of low efficiency%

N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) aminocarbonyl] -2-chlorobenzenesulfonamide 0.1 attapulgite granules (U.S. S. 20-40 mesh) 99.9

The active ingredient is dissolved in the solvent and the solution is sprayed onto the dust-free granules in a two-cone mixer. After all the solution has been sprayed, the material is heated to evaporate the solvent. The material is allowed to cool and then packaged.

Example 43

Wettable powder%

The components are mixed and ground in a hammer mill to a size of substantially all particles less than 100 nanometers. The material is sieved through a U.S.S. No. 50 and then pack.

Example 44

Wettable powder

N - [(4-Methoxy-6-methyl-1,3,5-triazin-2-yl) aminocarbonyl] -

The ingredients are mixed together, ground coarsely in a hammer mill, then in an air mill. Particles are obtained whose size is substantially all below 10 nanometers. The material is mixed again and then wrapped.

Compounds of formula I may be treated according to the procedures of Examples 15 to 44.

Use

The compounds of formula I are useful as herbicides. They can be used either for pre- or post-emergence control of undesirable vegetation on non-crop areas and for selective weed control in certain crops, e.g. wheat. Some of these compounds are useful for the pre- and / or post-emergence control of seizure in crops such as cotton, corn and rice. By appropriately selecting the ratio and time of application, the compounds of this invention can be successfully used to affect plant growth.

The exact amount of the compound of formula I to be used in a given situation will vary according to the desired end result, the method of use, the weeds to be controlled, the soil type, the recipe and the application method, the weather conditions and the like factors. Since so many different influences play a role, it is not possible to determine the application ratio appropriate for all situations. Roughly speaking, the compounds of the invention are used in ratios of about 0.005 to 20 kg / ha, preferably in the range of 0.01 to 10 kg / ha. Lower ratios from this range are used for lighter soils, for selective weed control in crops, or in situations where maximum stability is not necessary. Some of the compounds of formula (I) may be used at very low ratios to modify plant growth, but may also be used at higher ratios, depending on factors such as the type of crop being treated, the duration of action, etc.

Compounds of formula I may be combined with other herbicides, particularly useful in combination with 3- (3,4-dichlorophenyl) -1,1-dimethylurea, with triazines such as 2-chloro-4- (ethylamino) -6 - (isopropylamino) -symmetriazine, with uracils such as 5-bromo-3-sec-butyl-6-methyluracil, N- (phosphonomethyl) glycine, 3-cyclohexyl-1-methyl-6-dimethylamino-sym- triazine-2,4 (1H, 3H) -dione, N, N-dimethyl-2,2-diphenylacetamide, 2,4-dichlorophenoxyacetic acid (and closely related compounds), 4-chloro-2-butynyl-3-chlorophenylcarbamate ( Carbyne®), diisopropylthiolcarbamic acid, 2,3-dichloralyl alcohol ester (Avadex®), diisopropyl-thiolcarbamic acid S- (2,3,6-trichloralyl) ester (Avadex® BW), ethyl-N-benzoyl-N- (3 4-dichlorophenyl) -2-aminopropionate (Suffix®), 1,2-dimethyl-3,5-diphenylpyrazolium methylsulfate (Avenge®), 2- [4- (2,4-dichlorophenoxy) phenoxy] propanoic acid methyl ester (Hoelon) ®), 4-amino-6-tert-butyl-3- (methylthio) -1,2,4-triaz in-5 (4H) -one (Lexone 3- (3,4-dichlorophenyl) -1-methoxy-1-methylurea (Lorox®), 3-isopropyl-1H-2,1,3-benzothiodiazine- (4) - 3H-on-2,2-dioxide, alpha, alpha alpha-trifluoro-2,6-dinitro-N, N-dipropyl-p-toluidine, 1,1'-dimethyl-4,4-bipyridinium ion, sodium hydrogen methanarsonate, 2 -chloro-2 ', 6'-diethyl- (methoxymethyl) acetanilide and 1,1-dimethyl-3- (alpha, alpha, alpha-trifluoro-m-tolyl) urea (Cotoran

The efficacy of these compounds was discovered in greenhouse assays. Tests and data are described below.

Test procedure

Seeds of the cudweed (Digitaria sp.), Corn feet (hedgehogs, Echinochloa crusgalli), deaf oats (Avena fatua), cassia (Cassie torah), broom (Ipomoea sp.), Beet (Xanthium sp.) ·, Sorghum (Sorghum), corn, soybean, rice, wheat and tuber tubers were grown in nutrient media and treated preemergently with chemicals that were dissolved in a non-phytotoxic solvent. At a time when cotton had five leaves (including uterine), broad bean third unfolding, three-leafed dew, two leaf corn, two-leg corn, oats deaf one leaf, cassia three leaves (including uterine), four-leafed (including uterine) beet four leaves (including uterine), sorghum three leaves, maize three leaves, soybean two uterine leaves, two rice leaves, one wheat leaf and 3 to 5 leaf leaves were sprayed.

Both treated and control plants were kept for 16 days in a greenhouse, after which all species were compared for control and visually evaluated to determine the response to processing.

Evaluations of compounds tested by this procedure are shown in Table IX.

= no alpha effect or 10 = maximum effect

В = burned

C = chlorose or necrosis

D = defoliation

E = germination inhibition

G = growth prevention

H = formative effects

I = reinforcement of green color

-L = lying

P = last bud destroyed

S = albinism

U = unusual pigmentation

6Y = dropping buds or flowers% Z = fascination

X = axillary stimulation (stimulation of secondary buds).

and

WHAT

X

H £ 3 еч

£ xo XQ O O O UN CO • H ® X O O O X > β Φ CX Φ 0 O OJ 0 fa > ÍP he C- ko I • r> η ω > ϋ O * H 0 O 0) 0 CxG HE < 0X 00 X Ю H CO o & O O O Ή CO Да S 0 O O да c

O h · O O O O 0 O- UTN O O Φ cn OJ cn 0 O - WHAT O O O O O 0

O 0 O O Φ ca O Г- HE 55 0 0 0 O he WHAT KO HE 0 0 0 0 HE HE £ 5 He 0 0 0 0 0 0 OJ r- OO UTN HE HE 0 0 O OJ O O> -5J- 0 O 0 OJ um he he

ф

O O 0

OJ

M o σ>

o 0 O u o o 0 ra »- LO UN ON y

O O O O O 0 OJ

0 O O 0 O 0 OJ OJ

O 0 ui \

O

-sp

K 0 o OJ OO

O 0

OJ

CO i — t δ co

0 0 * - UTN <0

0 c0 O O 0 OJ OJ OJ ON ON

U0

M 0 0

ON '- OJ

N Φ

CO0 0 0 <µ o - OJ

Й CO

XD Xl

CXX vp H-H sp -0 * sJ-4

0 0 0 0 HE UTN δ-

® Jh 0 0 IH

OJ UN UO ON 0- NO

Rt Η- HΉ H- H H Hrt. o 0 co - ON

UN

0 »ON ON

0

N0 ON

ON • * 4 · Π sp л O I

CO · Η Φ P P -P p P P P -P P -P P <3H 0 ω Φ ω w w ω Φ w w O) Φ ω w what φ φ what ω φ Φ cxcx co O no O O O $ 4 h O O O Й 0 0 O b O O Jh N CO X cx cx cx cx cx CX cx CX cx cx cx cx and CX cx and TX CX CX cx

pT w w Д M rH 0 N0 r-H « M ΰί O Ca M UTN H O W and: -cp r4 r-d ca X 0 0 Ш 3Ϊ HE tT fa rc 0 Щ Ca rH 0

Си 1 0 ЧВ X3 О 0 0 0 0 W xn 0 40 - OX σχ and

0 0 00 00 o o Μ O μ} «- σχ - OX and <\ j σχ and

co л -h 0

To4 to х o 0 ox αχ

O OJ t ”

o o 0 o O 0 O what 0 > - lx - m- □ X UO οχ αχ

φ Φ 0 0

Ka CL OJ 00

o 0 rt O ti WHAT and oo WHAT

o 0 O 0 O ti αχ α \ αχ αχ and

I • Γ3 • η ω> o

O * 4 O 0 O

CL fa oj αχ αχ o 0 u 0 0 αχ αχ w их αχ

o 0 o 0 0 O 0 - αχ w- αχ αχ and αχ

J Ko • H

O CD 'fa Λ их what about 0 0 0 r- UX CO CO

Ή CD

Λ! β o

OJ

G> O 0 o O and - αχ

I 'Ks Φ fa> N co

WHAT

CO I

Φ HX> Hx ^f oa -o

O

OJ

OJ

I Φ Φ O X0 · Η CL fa

OJ

I o

JD O'hO ω

oc x

t

O Φ

I ΛΙ O fa • H> 3

-r |

Fa> fa

I rH

CD fa rH O

N 03 £> >> >> ¢ 4 O Д

0 kO 0 oo O O O O ti 0 ti irx OJ k £> ’Μ’ tm

WHAT

OJ oj

ti 0 0 0 αχ αχ OJ • d ·

0 κ O 0 n · αχ их

π-

Q O 0 αχ их OO

o αχ ω 0> 4 co t - kO

O O O OJ 0 o oj 0 c— O οι 0 αχ O O at ti O O O ti OJ αχ * " kO UX αχ αχ O O 0 ti AT 0 W UX αχ trx oo ο O O O 0 O 0 ω Ο OJ what OJ t- O O 0 0 at 0 ti vj- UX αχ αχ O O O 0 ti O 0 ti kD t- OJ αχ oo O O ti 0 AT 0 O 0 0 * " kO r- what αχ αχ O O ti 0 ti 0 O 0 ti OJ αχ OJ WHAT OJ αχ αχ O O O ti 0 O 0 OJ WHAT kO αχ O O 0 Q O 0 * - what αχ αχ kO αχ

and\ O O O O -ct · · < d * -h · M · i.e· xt M— H · Ή · "E ï -d- 'Τ 'ď -Φ -d- 0 ад CLJM cu CM CM CM O O O O O O O O O O O O O O O O O O O O дз О 1 ω> н φ P P P P P P P P P P P P <зн о ω ω φ Φ what Φ Φ WHAT <0 O Φ Φ C3 Φ Φ WHAT what what φ Φ WHAT WHAT Φ Φ CL CL СО O O fa fa O fa fa O O O fa fa O fa fa O O O fa fa 0 O fa fa N СО ΛΙ Cl Cl Cl CL CL CL CL CL CL Cl Cl Cl CL CL CL CL CL CL CL CU CL CL CL fX

X ti ti ti dT Μ ti rt

the ones you

OJ ti 8

CO ti ti ti ti and IX-B £>

CD

É4

rt rH O ti ti irx ti ti M H · rH rt rt TO O

WHAT rH rt O at ti

rH you

M ti rH ϋ rt ti rt co

Ph I o A Λ xa v 0 σχ Μ ΰ 0 co Μ ΰ 1 co CD -rd O 0 0 ο 0 44 ω IXX σχ 0O ΟΧ σχ 1 »д φ φ O 0 Ο 0 0 * 4 CX σχ σχ <XJ 0 σχ • гэ • -4 Φ X Ο Ο Ή 0 0 ο Φ 0 0 0 and σχ t.cx σχ σχ 1 χυ • Η ω ο Φ Ο Φ ο 0 0 0 Й44 OJ 00 ΟΙ σχ IÍX what Ή Φ * <Λ 0 0 3 Ο ο 0 m φ 44 α ιίΧ σχ σχ CJ ř * σχ I · χ »φ ο 0 Μ 0 0 <Μ É> Ν ΙΓΧ 00 а οχ 0O σχ

0 M 0 W t ΰ WHAT WITH 0 0 0 ο 0 Μ OU 00 σχ ιη а Ο 0 O 0 Φ 1 OJ 0O σχ OJ (Ο AND O 0 0 0 Φ Μ i-x σχ (XI 00 а ο 0 ο Φ Φ 0 OJ what ου σχ ιτχ OJ φ 0 0 0 0 OJ σχ σχ 00 C- Ο Φ Μ 0 Μ -4- 00 а 00 а

Φ 0 O 0 M ko LTX * " 00 а φ Φ O 0 UX 0O OJ oo ο O O 0 σχ σχ σχ φ 0 0 0 0 ιτχ 00 σχ σχ Φ O Φ 0 O 0 0J 0-- - 0 0 O 0 O 0 OJ ιτχ σχ σχ 0 Φ 0 Μ OJ t- ΙΛ а

W 1 ф 3'h O Λ O ο ΟΧ I φ φ o κο · η Φ o 0O Ol X | ж O • ro · O · >> O O w> Λ Uf Y X 0 = 5 1 d φ 44 O 3 -H O AND 44 σχ of 04 / O οι I 44 со ас \ / • Η O O XO f4 xo * Υογ * I rH лл X Φ ro O СО IÍ1 Λ Cl t— ОС ОС rd I O O N Φ X £) X ω O f uo

φ > 0 O O 1— си (O L0X 0 O Φ (X cu rx O at O 0 OX σΧ m σχ OJ O Λ O 0 σχ 0O OJ 0 0 M O 0 O 0 σχ σχ ΟΊ σχ OJ 0O Φ O 0 σχ trx what O O 0 σχ * 4- 0O kO

O O O O φ oo w what O 0 0 0 σχ ιτχ - O 0 0 O 0 Φ oo σχ -x σχ M σχ 0 0 0 Λ 0 0 M · σχ σχ * " 0O σχ O O 0 0 Φ * 4 · σχ σχ Ο- σχ O 0 0 0 r- σχ OJ 00 O O 0 0 Sh UX σχ OJ 0— kO

O O O O L \ ο Ο Ο φ Φ ιτχ σχ Φ Ο Ο 0 Ο 0 OJ ιτχ 00 kO Ο Ο φ φ φ ω 0 * " IÍX * " Μ- * ” 00 0 0 ο 0 0 0 μ- οχ cv ΟΧ 00 _WITH Φ 0 0 <4 · 0— οχ 00 Μ Φ Η ο 0 ím οχ 0 0 0J 00 k £ X

o ω

Λ

О ИЗ d44

Λ O I ω · η φ

44 ααω ν ω 44

^ 4 • Ď M · υ · -44 * 4- M ^ 4 4- -44 • 4 · ^ F O O O O O O O O O M- ^ 4 м- O O O O Ο O O O O O O O O OJ OJ OJ OJ OJ OJ OJ JJ OJ O O O о O Ρ Ρ Ρ Ρ Ρ Ρ -Ρ Ρ ρ Ρ Ρ Ρ Ρ φ Ρ Ρ Ρ Ф ω W Φ φ ω ω IN) φ Φ ω OT φ φ ω W W φ φ ω W ω « W ω φ ο ο S-4 É4 ο ο ο Jh C. Ο Ο Řd ο C ο C( (4 ο ο ο ÍH 0 ο ο ь Í4 α Ο. 0X Ο- α C-. ο Λ (X d d d d d d 0X d d CX d d 0 · CX CX ο · d d

Μ

G

ΧΒ> Ο> Ο Φ

Ο

0X

OJ 0 OJ 0 8 ο φ οχ ΟΧ 0 0 X ⁰ Ο

αΤ 0

OJ 0 0 οχ 0 ω

LO 0

OJ φ ο

0) I

X ω

»Η

Λ ω

Η

kO 0 Ο 0 0 ΚΧ α 0 0 vf- « 0 0

ΟΧ 0 0 0 Ο 0

οχ

AND

Ο οχ

0 0 0 0 0 0 0 0

fe t

Ř. 1 o ´ Л XI> cn o O Ό o 0- & O \ o r ~~ i Cl 0. ' -H O O O O υϊ •in what cn i> d ф Ф ω 0 O > м 0. оч 04 / 1 • 1-Э H <D > O O -H O : 0 0 O O- $ 1 OJ 04 / 04 / 00 1> O • H ω o cc 0 O O Jd OJ ГО OJ Ή CO> c <xl 3 o ж O the O £ three oo 40 1 '> »Φ O e> M O b> N * " oo and what ω | Φ d ‘>> > H Y ад 0 0 o χ: υ m t> lf \ 1 Φ Φ o xn · Η O O 0 cx 0 40 1Г4 1 o AND • ГЭ £> <J _ X 'O' »O O 0 O 0 O ω »> χ) * - 04 / »- t- · - It; ² r ^z 1 d φ 2d o AND d-н O O 0 O of 40 »- what 40 0 — o X 1 .M of •Him ад 0 O O O Ol > o й OJ OO C- O m V) X <rH Oý ’ > DO CO W O O O x> Й OJ OJ O> OJ t £> in iH 1 cc cc O O N Ф CO O '>> O O O «Рое 04 / 40

rt> PI <5 O 0 ω 0 04 / and 104 tí * 40 04 / 0 O Q 0 0 о 0 LT4 Ο- OJ (Γ4 OJ ιοχ O at 0 M O о 0 104 OJ 104 and 40 Ν 0 0 O 0 tí 104 00 04 / O O O O O 0 O 04 / 104 0 and 0 0 0 O О what OJ 04 / · " OJ w 0 ад 0 0 CJ if\ 04 / 104 04 / 0 O 0 O 0 r- m OJ 0 0 0 O 0 04 / OJ 104 OJ 0 ад 0 O 0 0 0 0 0 40 'tf · OO Lf \ 40 • 41- ►q 0 0 0 0 0 104 04 / OJ 104 0 at 0 Φ ад 0 0 40 WHAT OJ no OJ OJ O O 0 G> ад 0 OJ oo C4J 104 OJ r- O Q 0 ад 0 No. 00 40 OJ WHAT 40 OJ C- 40

i- · ω

o (X) cl, M

O O O O O O O O O O O O O O O O O O O OJ OJ OJ O) OJ OJ OJ OJ OJ OJ OJ OJ OJ Ol OJ OJ OJ OJ Ol

f £> 0 О Д4 И · Η ° d h CL X X Ф N CO O

P P P P P P P P P P P P w ω w φ Φ ω (Λ 0 Φ Φ no ω И Φ ω ω ω Φ Φ O O O O O O 0 Й O 0 o 0 O O O 0 < CL 0. CL CX CL CL and 0! CL CL CL CL CL 0. Cl 0 < Cl cl

k and IX-B continued

the

X) what

Е- »

aT m W w ад Ό rH and $ td m M O UO « ад M ад M • 41- ад M ад M ад rj cn W <n X Q « ад at 31 O

HN3HN ³ 0S

д 1 0 чих: ко о о I4 м 0 1 60 00 Nr no 0 О л <« <л 40 1> Д 0 φ ф о > й а 1А LA 1 тэ Н Ф > о О Ή О 0 0 ад 1 ю • н и о Ф 1Г4 I4 о 0 ДЛ4 СП ď \ 0 «0 > ДХ2 д Р ° О no Л Д Г · СМ i >> 0 0 м д « 40 е СО 1 ф t> Hxf 0 0 • в хз о · " 1Г4 1 ф Ф о хп -н о 0 ад СП 1 • Ř XI о о ω> Х> см 1 β ф • М О Р *** о 0 Л> й * " 1 34 0 • н о 0 Ю Д 40 t-

<0 со о Xi д * -

ω о н г- LT4 ко о о и oo 04 and и 0 σ \ oj 0 \

ДО ω

04 /

О 0 Μ см 04 а

0 0 СП со о 0 1Г4 0 0 о 0 40 ti см 04 / 0 no в ti 0 0 о 0 - ® СП 00 0 0 04 / 04 / О 0 м СП 04 and 0 0 Р 0 Ш 04 04 / 0 0 ti 04 / 0 Д 0 СМ СП 04

о д m сп

О

о о о о о

СМ СМ СМ СМ СМ

О О О О О См см см см см

X)

со · ρ φ Р • р Р ♦> р Р • ДгЧ о ω ω 03 / ® ф со а ω ф ф а а сп о о о д д о о о д д N СО М а а а а а а а а а а

йГ д

40 « д д 0 1 X н 1Г4 No. д «0 Я Д д • ч д х> со еч СП « Д гЧ 0

AND тэ Х> of * о> »о 0 = 0 ω ► Х> X 2 ) ГЧ 3 Ф О η Я ° сл ас з «н

о

0 О о со СМ см 0 0 No. СП Р- 04 / О Д 04 / 04 / Я 0 М 1Г4 04 / ti 0 м V4 04 / ti 0 0 1Г4 04 /

о ч-

о

рге сп сГ 3

СП «

α-χι

J4 r4

X>

ПИФ dd ϋ ο, α <ο Ы β Α 4

¹ Q Ml Ad ο 0 ο Ο 0 0 Φ Μ 0 Μ no XD U η ΙΛ CM σ \ in - 04 а Φ а 1 0 0 * 4 Д4 « ο см 0 U \ Я см with R S £ R и ЧО R о 04 ι> α φ φ и ο Ο 0 no 0 0 0 Φ Μ о 0 Φ о * · Α - ь- - σ \ m 04 / 04 / см 04 а CM ч> 00 оо

E- О 0 O я ω Я Я ω Я я φ я t * CM OO 04 / 04 / rd b- 04 / 04 / 04 / * R ·? 0 04 / with with Я 8 я о О 1Г4 8 я а with 8 O о R 8 О см with H g 0 t * 8 0 0 O 0 0 Φ О O я 0 я ь- 00 CM tf \ X b- 04 / ь- а я 0 O <2 Я о 0 0 я ω 0 Я 0 Я см li> - Ф 1Л 0Л 40 b- t * 04 / ПП О Я R S R \ U \ 0 40 0 04 ο Φ CM 04 ϋ 0 04 8 я 8 0 Я 1Гч ϋ

М- m · M · xř xř M · and· M · M · xt m · M · Xf O O O O O O O O O O O O O O O O O O O O O O O O CM CM CM 04 / CM CM CM CM CM OJ P P P 4 » P P P P P 4 » P P P P 4 » 0 0 0 O 0 0 0 0 O w W 0 0 0 0 0 0 0 0 0 0 0 0 0 O O O fc fa O O O fa O O O fa fa O O O fa fa O O O fa fa CL CL CL CL CL CL CL CL CL CL Cl CL CL CL CL CL CL CL CL Cl CL CL CL CL

я * Я

Я я я я rn CM n «Q G я W « я M rH O 33 я я

<n «

гп « m 8 rH with ⁸ O « 0

к and IX-D sequel

й 4 л а о м О 0 ϋ ад о см оо ΰ ιί \ OJ i Я ® * н о 0 0 О О ϋ М от СМ t- 00 OJ 1> й Ф Ф no WITH о О а «4 О. ОЧ ю · "

о о о о о 'З · · < • м- 'М · хЗ- -м- чГ о о о OJ OJ CM СМ см о о О о о о о О о о о о о см см см ♦> <P Р <Р р Р Р <Р р Р ♦ * «Р -Р • р ω от ω ф ф от ф Ф от от от ф а от ф ω от WITH от от от о о о É4 Ц о no й о о о й о о to о о О о о α (X сх сх а сх а сх а а а сх а сх а а сх сх сх СХ ох

й 'iá о М №1 О о 8 МВ о 04 / 1Г4 ϋ 1 0 «« Н М 0) 8 S 8 1 о 8 l> th Ф Ф> й А о OJ 8 8 о о 1 тэ • Н Ф ► О О «Н О О О о W о ай 04 / 04 / 04 / m а 04 /

м О О О о О О ti * " и \ Оч 04 / - 1ГЧ 8 о 0 (0 о п о ř- ж О О м О О № 0 Оч m Оч ti С4 40 40 Ch 8 О о О О О 1ГЧ СО <м 04 /

i ю • Η т 25 и о 00 - 40 104 04 40

0 О

04 04

М <0 §1 х о 0 1 о X о О О о о о О о J5 й со 04 ас 1 <М t * 04 / 04 / ti 04 - <м

о Ъ S 3 * 3 £ ж ОЧ (0 1 о 0 0 0 о 0 ОДО 04 / ОЧ · " 04 / 40 1 Ф Ф о МО-Н 0 0 о 0 о 0 СХЙ СО - Оч ř-

0 Μ 0 Μ 0 X 04 / ti 00 ti xť 04 / 0 0 0 О 0 0 0 04 / 04 / 40 <4) OJ X 0 0 О 0 0 0 OJ - 04 / t * m

0X00

OJ <4J 40

X о О - 04 Оч 04

О X О О 4J <4J 04 04

0X0 - OJ 04 хон

ОО ч ©

O O 0 X O 0 X 0 0 0 04 / 04 / xfr C4J OJ 0 X 0 X 0 W X 0 0 O 0 0 0 0 <4J 04 / 04 / 04 / ti 40 Оч Xf m 0 O 2 0 X 0 X 0 0 0 0 1ГЧ <4J what 04 / 04 / 40 C4J C- 04 / C0 0 O 0 0 X 0 O 04 / Lf4 04 / <\ J <4J t- 0 H 0 (/) 0 H 0 0 m 40 04 / 4 © 40 <n

X) О I

О О О О О <41 <4J 04 04 04 м · м · ± -м- м ·

О О О О ООО

Μ · Μ ¹ Μ · М · * м X »~

О О О О О xf xt

О О О О

ω · η φ Р Р Р Р Р Р Р Р Р Р Р Р <ЗгЧ о IN) ω 0) ф ф no оз ф ф 03 / ф ф 03 / 03 / 03 / Ф Ф <л no 03 / Q. О. СО О о о й й о О й й О й й о о о й й о о о N СО М а О. а а а а а о. о. о. о. а а а О. О. О. о. о. о.

ф й (X

no с О σχ ο 8 0 со О <ХС R 0 □ X ω 0 0 ΰ 0 0 0 г * · сЛ σχ В σχ о 0 0 0 о 0 0 0 - XD ХО ΙΛ ХО СЛ о 55 0 0 Μ 0 0 « ГО 0Х <м σχ οχ ь- σχ ох ω pq ο 0 м о м СП а ΙΛ σχ а σχ в 0 0 о 0 0 0 0 0 ГО OJ Г- σχ со αχ OJ о 0 0 0 0 0 0 0 ’Ф σχ σχ СО 00 σχ ОХ 0 $ 0 « X 0 0 0 О 55 σχ со CXÍ СЛ СЛ vř 00 СП 0 0 0 К 0 £ 0 0 М Ох СП σχ σχ * " σχ ОХ а 0 0 ϋ 0 0 no 0 О 0 55 сп σχ σχ СП CXJ ОХ σχ σχ О 0 the 0 0 0 0 СЛ σχ OJ 1Л ОХ хО σχ ω 0 X ω 0 55 0 Р ΙΛ со хо - «t- СО (XJ СЛ σχ <- м- м- XÍ- м- о о о о ο о о о о о о о о <Р Р «Р «Р Р <Р • Р ♦> со со «0 φ φ со СО 00 ф ф СО со ф о о о h й о о о ь h О о с. <х о. а CL α CL CL о. CL CL Ol л о.

к and IX-D continued рГ 55

55 55

206101

I со * Н

I »С

о Ф 0 о 0 χί- ΙΑ <П 04 / о 0 О <П χί- О Φ 0 о О LA Ф Φ d4 04 /

о 0 04 ы and 0 40 8 0 О no 0 0 xt О 04 / см AND- 8 0 and 8 о 04 /

М 0 м and 04 / and 0 0 О 0 no 0 σ \ ΙΑ ОО η С- & and 0 00

Ό • Н ф > 0 О -г4 atí 0 1 ю т4 ОТ 2Я О V4 60 0 S> Ф й ХЯ 0 χί- ОТ 1 Н t> Н Л о 2 о о 1 Ф Ф о Х0 Ή а й о 1 «Р w о а - СМ Í ï φ Д о Д * 4 о 1 Λ4 • Н О XJ β R

о о-tA

о О о О and 0 04 / с- 0 о П 0 0 ΙΑ <п

о о а и о

о чо со

О 0 and 04 04

съ

О 0 0

CM 04 04

О 0 О 0 0

04—04 04

О 0 and я 04 / 0 40 04 / and о м О 0 04 / 04 / and см Ф О 0 « О 0 04 / 04 / Ф О Г- 3 Μ and О xť 0 04 /

2 0 0 О 0 см ř- CM 40 and 0 and Μ 04 / χί- 04 / 04 / м Ο 0 Μ and m Φ в 0 0 04 / Φ Φ 0 ΰ and 04 / φ 04 /

and 0 o a and o and 0 O and CM 40 tn 04 ГО 04 04 / П 04 X ±

o e 1 0 W O O 0 0 with and - oc 1 04 and IA 04 / 04 / (M 04 / and 55 1 a and í => O and 0 0 and CM oc 1 IA 04 / IA 04 / 04 / lA 04 / 04 /

гЧ

t> а со о Я 0 а см

0 0 t - ΙΑ co ω

а 0 н

П 40 40 0 0 0 04 04 см

χί- xt -e χίο о о о о о о о О О О хГ · Μ · Χίο о о xt-xt - ^ - xf · ^ о о о о о о о о x о xfr Xt Χίο о о о о о

*> P P P P ♦> P ♦ * • ρ 4 * р Р <Р от (0 от φ φ от от от φ φ от φ φ от от от ф ф от от а ф ф O O O »4 Й O O O Й й O Й й о о О й й о о о й й and and and and and and and and and and and and а and and and and and and and and and and

£ 4 1 о чвл ко о 0 tH t л СО Ή O .М W CM 1> С ф ф 0 * 4 а <H 1 тз • Η Ф ► о О · Η ω ай OJ ю «Я ω О 00 о h.M CM Ή OJ 2í p ° ο Л а OJ 1> »φ 0 ΙΑ co 1 © ЙЪ ► ΗΛ 0 ΟΛΟ οι 1 Φ Φ ο κο · η ο ÍXC 1 ο τ> Λ Ο Ο> »Ο Ο 0 ω> Λ ΙΑ xt ι Ρ φ go ο ρ Ή 0 4 * 4 Ι «Μ • Η ο 0 Ю £ - < ΧΟ I r-i Φ Φ ω 0 Λ Д ΙΑ ηη

O O M 0 0 0 0 0 0 w H and C xt xf ř- OO OO and 0 O 0 0 O TO 0 0 0 O 0 OJ CM QO OJ οχ LA O οχ t * 0 O 0 0 0 0 0 0 0 « 0 0 CM and σχ ia οχ 00 Ol οχ σχ OJ © σχ

0 O 0 0 0 O 0 0 O 0 0 and σχ xt © - © © - σχ σχ

0 0 IA 0 0 ΙΑ ο 0 OJ 0 OJ 0 OJ and 0 см 0 0 0 « ω and 0 O 0 0 0 and 0 OJ M <H σχ OJ σχ OJ X0 xt КО σχ b- 0 O 0 Η 0 and CH 0 and 0 0 M © VO σχ and σχ σχ and σχ © σχ and 0 O O 0 O O O O 0 0 © m tH © OJ © © 0 0 0 « O 0 O O 0 0 Η tn © σχ IA xF 0 0 0 and and <4 O 0 and 0 W 0 0 LA σχ 0X OJ CM UA m σχ \O © CM O 0 0 0 and 0 0 O 0 0 and 0 0 OJ LA σχ σχ t * Φ * " ΧΟ © σχ CM σχ 0 0 & 0 Μ and and and 0 and 0 0 0 and 0 UA ř- <- · σχ and © t- OJ σχ CM σχ σχ CM b-

о σχ

и и о

CM 0J а 0 Рч

СМ КО ©

rH I о о

N Ф

ЪДЪ 0 0 ₽Ч о с η ΐΛ

h Φ> ΦΛ CL .Μ xt O xt o xF O xF O xt O xF O xt O xt O xF O xt O 1 О 1 СО Ή 0) P P P P P P <J f-i О WHAT WHAT (0 Φ Φ 00 what w Φ Φ Cl сх со O O O £ < Й n O O £ ч £ 4 Μ φ м Cl Cl а and CU CL Cl Cl and Cl

O O O O O xt xt xF xt xt xF xt xt xt xt OJ CXJ OJ CM CXJ O O O O O O O O O O P P P P P P P P P « vn 60 φ Φ what No. (0 Φ Φ IN) WHAT what Φ Φ O O O £ 4 £ 4 0 0 0 14 $ 4 O O 0 £ 4 £ 4 cl CL Cl CL CL Cl CL CL CL CL Cl CL CL CL CL

. § ХОД КО о 88 · § О ооо см

О 0 М О о М н (ь a c \ j г- а

СП

о о>

σχ о Ох

1> Я ф ф * 4 а о О о ОХ 0 см о ох 8 «S о and UX ОХ т> • и Ф ► о о-и о о о о о о о ай СП ох г- xt ао ох

мио а ш ох и ох

ОТ О Ф о е О о о о о о йл < <П хо о о я я о о о о Л й Х0 ох ОХ см W5 о см 8 м and о о о о г-

о

О ООО

О О σχ см * о ох о хо я а о ХО

я см 0 хГ о 0 1А 00 8 ° О о Я о 8 О о and ОХ ОХ м- ХО о е я 0 о я 8 5? 1ГХ Ох and 1А 00 and Ох

о гох

1ГХ ох

СМ ОХ

О о ооо я о о я

ОХ xt ох ОХ о хо см

N Ф «0% ЯДО ЙОД СП ох ох

Я ох о о е m О см О хо О ох Я 0 о Я 0 О о ОХ Χί- in - Х0 σχ я о ο о о О ÍD О СМ ох ох ох и 0 Я о Р О <П с- г? V оо 0 Я о 0 Н см н ах ох хо

я 0 8 Я я 0 я ох см ХО см 00 см я 0 О Я Q я я ох 1Л ОХ and * - ХО ОХ Я 0 0 δ Я я ох ifx ах οχ со г-

о я о <и irx σχ

0 С! ) я со 0 <п с X КО xt 00 хо

and·

ф χί-

ο

о

χί-

о о

см см о

о о

о о

о см см о

о о

см см о

о о

о о

д О 1 от -н ф Р -č р +> Р Р Р Р Р Р «Р Р Р Р Р • ано ОТ от От Ф ф от ОТ ф от от ф от от от ф от от от ф ф от от ОТ Ф о. а ω О о О Я Й О О й 0 о й О о О й о о о й й о о О й N СО Д4 а а сх а сх СХ а а о. а а а а а а а а а а а а а а сх

рГ ~ я я к and IX-D sequel

tfX н 0 W Я Xt н « Я 0

X)

я я я й я н 0 я я хя > о • н Й О and н Я н 0 я я Р Р ф я ^я я m Я 0 я Р н н >> О Й Д От Д н О м 0 Я О ф й о н о 1 (М я

д хв> о ю со й Л4 о а

А

I *

со о со н

о О no О 0 no 0 о 0 о 0 40 ах UX ах а \ ао t- UX ач ř * о 0 X 0 0 о 0 о 0 no X № 2 их ОО ΓΊ αχ ач and ач СМ 40 со

о X X X и X X о 0 О X Q 0 О о ач ач ач ач их СО ач СО m ач см <0 о м а 0 W ϋ 0 X о Ф 0 No. о о η and их ач and - \ £> ач C- г » and см

2 ^ф Μ Q X X X 0 о ω 2 ! « X о о о л * ач ϋ их ач ΰ ач ач ос ¹ ач ач ř- 1 <М • н о ϋ Μ 0 О X Ϊ3 X X о 0 X О Ж о о *> Ь ΰ and их ач ач см ач ач их см оо

М Ф 2 вд% О С no о 0 > 4 ω X 0 No. о А 0 н сл ÍH ОХ ач 40 СП с- см их см 40 40 <* оо 40 Й Ф > Ф д θ \ XÍ · м · ’Ф м · о о о о о о о о о о о о о о тГ о ώ ам о о о о о о О CXI см см см см см см см см см см см см см о о О д о 1 ω · η ф Р Р Р Р Р Р Р Р Р Р <Р Р Р Р Р <3 ι 4 U т ф 4) 0) (П со ф <0 (0 СО ф ф (0 со ф ф 00 оо оо ф ф со 0I ω л а со о Й Й о о О Й о о о th ¢ 4 о о Й Й о о о Й й О о о N СО Л4 О. а О. о. а CL о. а а. о. а о. сх а о. а Си о. а а а О. а а «Г X X н Q X X X

О м О 0 ο ο 0 ο ο 0 0 г- tí σχ σχ С- Xt xť О 8 О 0 ο ο 0 0 ο ο 0 0 σχ m σχ m C4I LTX XD xJ- m no 0 Ж 0 ο 0 0 ο ο Μ 0 0 О σχ σχ σχ CM со σχ t- m t- (О

0 0 о 0 0 ο 0 0 ο ο ω 0 0 σχ σχ их σχ σχ (Μ их m UX σχ ιτχ

о тэ Х>

ϋ (\ Ι 0 00 0 0 σχ 0 40 0 xf O o OJ O O O 0 CM ο η 0 Ж Ο 0 0 « 0 O O O O O я <* Ί σχ * σχ си σχ OJ what irx OJ ř- Ο Η 0 0 ad 0 0 O 0 ad 0 O σχ d m r- σχ 40 ifx t— CM no 0 0 0 0 Ο O 0 O O O O OJ Г * С * " 40 ť- OJ 2 0 8 О 0 O 0 O 0 O O O O αο - νο C* ϋ ad Я 8 ж ad 0 » Φ ad O 0 O σχ σχ χί- UX C- UX OJ OJ Ρ 0 0 ad Ο 0 ao ag 0 0 O 0 σχ σχ σχ 60 σχ OO CM 40 40 0 0 0 0 Ж 0 ad ad 0 ж 0 0 O 0 O O 40 σχ σχ oj αο σχ OJ σχ OJ UX WHAT UX

® and JO Й 0 CM 0 σχ 8 H 1 o o rt © и Otí Q 0 H A 0 H CM ř * 40 ux σχ Ό

O 0 О о ad о UX σχ сП СП 40 0 0 Η ж О ad CM σχ 40 СМ СП

да о t

м- xj- Xfr xt · X * · xt XÍ- xt XÍ- Xt м · xb xt- xf xť XÍ xf xt о о О О о о о о о о о о о о о О О О ♦ Í р Р * » Р Р • Р «Р -Р • Р м со СО Ф Ф <0 со <0 ф ф со СО СО ф ф 0) ф ф о О о й й 0 о о й й о О о й й о й й сх а сх а а сх 0. а а а а о. а а сх СХ сх а

post 0.4 post 0.4 post 0.4 for 0.4 к and IX-D sequel

СО н

Ж ad ^ CM 8 £ их а ad ad ж xť Ж аа ж . ж

ж ж m ЕЙ Η О о ж ж

Оч

Μ ί

X

Η со

-Μ rH α

&

what

Η o

ЧЙ ο О W о О Μ ο Μ ο ХО CU C- ο 1Λ and σχ ο σχ η Ή Φ СО О О О О О О О X © σχ ιτχ ιτχ σχ σχ σχ > Й Φ α φ О О О О О О О υ * 4 ΓΊ σχ © CXJ χΰ and σχ and 1 ТЭ Η Φ ► ο Ο Ή Ο O —— о O O O O O О.Й а σχ ό what xo σχ σχ о *

К) Ή WHAT O Φ O о О O 4 jm m © whose M OJ О О О O And you m t- ** φ μ Sb О О Μ О 35 b · - σχ а CM σχ

O σχ

O σχ o σχ

О О ο О О О AT О t- cm σχ m- r * X σχ AT M no К O ac σχ σχ см σχ σχ σχ О О Η О О w СО σχ а η σχ а

V) ι Η »η4 О О ο О OXJ ϋ CXJ ιτχ ОХ1 1 Φ φ υ «О · Η О О ο ο ο ti m ιτχ ι ο ο »'>» Ο Я E ο О <0> 40 SS 3Η CXJ σχ σχ (XI ιτχ О О Ο О Ο 5 * 4 C- - σχ 44 Ο Η О 55 О О ο Ю what OJ © χ ·

О 3 О О О О ОО σχ χο © О О О ο О О φ σχ ΙΤΧ © Ο О Μ О О 55 Ю σχ σχ tr \ σχ σχ О W О ο 55 О CXJ σχ σχ m σχ σχ Β 55 No. О 55 О σχ σχ σχ σχ

ι

Η>

СО СО ο О .ой m σχ

О О О ιτχ © σχ

U О t— σχ

Ί ί ο ο

Ν Φ Vc ο я Ρ σχ О σχ Ρμ CD О Γί Ρμ χο й 00 χυ ο ο ООО о ο

Ο (ω · η φ <3Η а а а СО

N СО (XJM CXJ CXJ - CXJ CXJ CXJ CXJ CXJ

Α О 55 Q О CXJ αχ σχ Cm σχ σχ ο ο ο ο ο ο ο ООО (Μ CXJ CXJ CXJ CXJ ί \ Ι CXJ CXJ CMX CM

• p Р р р Р р р Р р р р Φ ω и ф Ф ω ω Ф ф со Ф Ф ф СО ф ω о о О Ь й о о и о о О * 4 й о о о а а о. а а а а а а а а а а а а а

φ

IX

ιτχ ιλ ιη 55 5ί 5ί CXJ CXJ CXJ О Ο О X Ο W Ο Ο <т 5ί 5ί Μ 55 ХО « 5ί 55 Μ 5ί

ιτχ 5ί 5ί 55 55 Μ « 3ί 5ί 5! 5ί ί * Χ « 5ί 5ί rd Ο m 35 Ο

к and IX-F ti а

Η

о ου ο

ου

Ο ου ο

ου ο

(XJ ο

ου ο

ου ο (XI ο

CU ο

ου ο

ου

(XI ο

(XI ο

CU ο I

ω · η φ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ <3γ) Ο no Μ Λ φ φ а Μ ω φ φ 03 / ω φ φ CX CX CD ο Ο ο fa μ ο Ο Ο fa ο ο fa Ν GJ Λ 4 and CU and and and and Ο. and and and and and and α

сП сп 8 СП Я 8 X 8 ογ Μ 51 from α ° and here Μ ΚΧ Μ 55 5d Μ 4 Κ 5d sd Μ 0Ί r4 СЛ ω α Ο Ο

over 0.4

чЯ Λ ο 8 0 0 0 Я Ο Μ Ο Я 0 0 Я 0 Я χη ο ιλ σχ ΟΟ σχ а σχ а σχ в ιλ σχ а σχ в t о 00 Ή Ο Ο Ο 0 Я 0 Ο 0 0 δ 0 0 0 Ο 0 Μ ω ΧΟ ΙΛ σχ σχ σχ σχ χο ΟΟ ΙΛ φ σχ ΟΟ η σχ αο 1> ti φ φ AT 0 0 Μ 0 0 Д Я 0 0 8 0 0 0 0 а 0 а σχ σχ σχ СМ СО в ř- σχ σχ ιλ σχ σχ

0 0 о 0 Д 0 0 0 0 0 0 0 0 0 о 0 в в σχ σχ σχ σχ σχ σχ СЛ σχ σχ ХО σχ σχ σχ 00 ΰ 0 0 0 о 0 0 о 0 0 О 0 0 0 0 ιλ m 00 со σχ СП СМ СП см сл 'Φ см 0 0 о Я Д 0 0 0 0 No. о Я о О 0 Д 0 Д Д О σχ σχ а σχ в 1Л σχ 1Л сл СМ со t- см t- см σχ СМ σχ со σχ см ο c> о я я я 0 0 аз 0 я 0 Я 0 Я σχ σχ σχ в в в Г- σχ ОО σχ σχ В хо σχ ο 0 0 д д о 0 О 0 д О 0 О 0 0 0 0 σχ в σχ σχ ох σχ со оо (П σχ CM σχ ХО см ω 0 о я д я 0 0 0 0 0 0 0 0 0 0 со со σχ в σχ в LTX ОО СМ хо σχ CM σχ 1Л сл ο о 0 Д Д Д Я 0 Я 0 2 о Д 0 Я Μ о Д Я 00 σχ σχ σχ ох ОХ CXJ σχ σχ см со см ХО m 00 в см ох σχ 0 о 0 cq я я Д 0 0 0 0 0 0 0 д 0 в в в в в в СМ 00 σχ ХО σχ СП σχ σχ σχ σχ ο о ω Д д 0 я 0 о Я 0 0 я 0 Ο Я Я о 3 в в СП в в ΙΛ ОХ CM σχ σχ см со m σχ в σχ см 0 о 0 0 0 0 0 0 д 0 0 σχ в СП t- σχ ХО σχ σχ см сл σχ 0 о 0 0 0 ω 0 н 0 0 0 я σχ в ох ιτχ σχ <гх αο ХО σχ СЛ σχ ХО - <· ’З- м · м · м · $ 4 · -м- м · м- о о о о о ο ο о о м * ο о о о о о о о о о о см см см см см CM <Μ см см о о о о Ρ Р Р Р Р Р р р -Ρ Ρ р Р Р W со со ф ф ф φ т со φ ф 01 со « ф ф « со ф ф 03 / 03 / 03 / « ο о о й й й й о о й й О о ф й й ο ο й й о о о й а а а а а л а tx сх А А А А А А А А А А А А А А А ЭД Д Д Д д

1 о ъд ио о 8 0 04 Я and 8 я в 8 t я Л-t о 0 8 0 О 0 О А п 40 04 / 04 / - оо м \ па φ ф о 0 0 о с 8 <4 а СМ со 04 / 04 / оо 1 Ф I тэ о ОМИ О 0 0 о 0 8 а 04 / 04 / см U4

Я 8 Я О Я о Я and and 04 / в 04 / ‘В & 8 8 о в 8 8 8 О в 8 о в 8 О в 0 04 / 0 04 / 8 О 04 о a 0 04 о в 0 04 /

о 0 40 0 0 ΙΛ о о 0 xý- 0 СО 0 ΙΛ 0 0 04 / 10 m 0 СМ 0 04 / 0 0 xf 0 xf о 0 я о 0 0 0 0 0 0 0 X 0 X 0 X 0 04 / см 04 / см 00 Ь- 04 / см ь- 04 / 04 / в 04 / <* 4 04 / rd 0 04 я в 0 см 0 см 0 Ь- я в 8 я в 8 я в 8 Я В

0 О Л W см со 04 а а

Я 0 0 X чо в <*> сл сл

Ř А '8W 0 см X 04 04 04 έ ® * 5 Ή о <п 8 8 1 А δ ГП Г * 1 Ю Ь О Ж 04 04 1 н Л Л а а 8 8 Н 1 о о М Ф о а 8 0 04 /

0 X 0 X Q X 0 X СМ СП t * 04 00 04 / 40 04 /

о О 0 0 tí 1 О Я см - 04 m 04 О 4 В В

0 X 0 0 0 X 0 X lf \ СО 04 / - Ь- ΙΛ 04 / 04 / 04 /

а о о оо см ш оч ь-04

СО 0 Н м- t- 40

X 0 0 X

1/4 04 40 04 04

ОМ о я а а 04 а

1Л 04

О 04

U4 о

О

А о I <Л «и ф • 3 Ч О о. CL (О

N <0L <

оГ я я

к and IX-G continued

аГ я я я я гЧ 0 я

X я я н я я 0

А

Л еа

и 0 0 0 0 - UN-X О '

Μ 0 0 «a un σ \ а о © а сн

м ф о ф ф У ф О о 0 Ф СП О ' 0 0 чр О ' Ό О ' О ' 00 О ' О ' О ' О 'О' М Ф СП О ' Ф О ' % ф ON 8 8 о О ' 8 о м о * а О © and he

> Чи>

о

со

X rd £>

со н i ω I тэ о О Ή «Н at> не

о

о Ф Ф О ф м О Ф Ф о Ф о ф о 8 UN HE О ' СП О ' а UN О ' О ' а О ' О ' О ' а

О 0 0 0 0 0 Я 0 О О О 0 0 О О 0 СМ 40 X properties Sp 40 properties Sp 40 UN О ' 40 О ' ф AT 0 О М Я О Л о я О о О о (М UN СМ О ' О ' 0N О ' а а а О ' а О ' м Ό М О ' о UN 8 м а 8 8 м а Q см 8 м а 8 м а 8 м а

а ооо ον »- on cn о Ф и 0

О 'ON QN О'

Д Q О Д М М - у о \ со а у м со а

-П -Н О ад

О тэ дэ 0 '> »0 W δ £ Я 8 1 р О) X о р -н м 4 * 4 со 1 X • н о м Ю Р со rd δ со а о 0 х> в UN Ю гЧ I о и N Ф со £ | >> о с м Ф Рч СП X 40

Я о О Я 00 UN О ' О ' о М Ф ф СП О ' ΟΝ О ' 0 М О Ф ф СМ X см О ' О '

О 0

О 'м © х sp О' Ό и о sp on

и я ΙΛ О '

О О 0 о м м on О 'а а

я р о а о о а о \ un О 'сн О' а О '

ОФ о Ф

UN О '40 О'

О Φ X о

Н 00 ко О '

О О '

G.

о ON

о

о см о см

о см

о

о о

о о

о _а

ω · η ω P P P P P P P -P P P P P P • Ord о cn 00 what φ Ф (0 ω WHAT φ φ (0 0) what Ф « cn Ф Ф 02 / φ Ф » φ Ф CX CX CD O O O и h O O O Й ti O O O h O O ti at O й tí O й t N CD X cx and cx and cx and cx <x and cx cx 0. CX and cx CX CX and cx and cx cx cx a íT * M M M M M M

СП

UN

Й Й со

sp н м о

гп мм м

Η

μ 0 O O >> O W> A

O ΙΑ

O 'φ

O ΙΑ

® -H O O ο W 0 0 5 0 0 Ο AI V) σχ σχ and and 0Α 0 3 σχ and and and 1> Д 0 0 φ φ with 0 O Φ 0 ο O * a σχ σχ from σχ σχ 8 σχ OJ 1 φ l rz o Ο · Η · Η O 0 υ 0 0 0 Ο M 0 cxt> С and σχ and σχ σχ σχ σχ and εί

Í8 co

Φ

O A

Μ 0 0 and Φ σχ 52 0 0 φ σχ σχ ο ο 0 0 οχ From σχ σχ Ο 0 0 0 σχ ΙΑ σχ σχ Ο 0 0 00 'Φ Φ and 0 and and σχ ΑΙ σχ σχ Μ 0 Μ and σχ and Ο 0 0 φ ΙΑ and Ο 0 σχ σχ and Ο Ο and σχ ΙΑ σχ σχ 0 and and σχ σχ σχ W and 0 and and cn σχ σχ

й 0 > ΦΧ3 ам 'Φ O - * Φ O O χφ O ”Φ O ХГ O Xf O χφ O χφ O 'φ O Α Ο 1 In «Η Φ μ +> μ μ μ dH ο C0 Φ Φ φ ω φ 03 / (0 φ φ aao ο β (4 ο ο β ο Ο β at Ν OA Ρ. Λ Ο. ρ. ο. α Ρ. 0. α &

0 O O O O O O O Χφ 'φ χφ χφ 'φ OJ AI OJ AJ AI AI AI OJ O O O O O Ρ Ρ μ μ ρ μ μ μ what O0 03 / φ Φ ω what φ И ' V0 φ φ Ο ο Ο (4 β ο Ο «4 Ο ο ο β (4 Λ α α CL Ο. Ρ- ρ. Ο. Ρ. Ρ. α α Ρ.

steed and 9 and and and and and P o ► Ή O β β • 3 ' O > d ο d KJ C0 ³ co O m to 40 β and and Λ4 and and Φ and and O O and σ with CL rH O Φ +> ΙΑ 1 X and P. and and rH and and and Η • 3 3 what O 'Φ β MB rH φ and and • H and and Й and and O rH Ό Λ Φ O OO 03 / Η ir ti O) Α rH m Φ • 0 m m and m H OO and and 0 Α and 0 * - * Рч O and O O

no no no м 0 м 0 0 о м о 2 а а со а 40 а t * 1А 04 / Оч а 00 О 0 no 0 0 0 0 0 А 0 0 а О © ф ф 04 / 04 / см г- 04 / * " 1Г4 оо 4Г4 1Г4 04 / а 04 / 04 / ω 0 0 0 о © 0 X 0 0 no О 0 о О 04 / 04 / 04 / 04 / см 04 / оо см со 04 / m 04 / 04 / 1Г4 о 0 0 0 о 0 0 X 2 0 о 0 © о 2 04 / 04 / со 04 / см оо 00 (М со со 1Г4 04 / 04 / 00 0 О о 0 о е о о о 0 Q 0 © О о (П η со см см 1Г4 m 1Г4 04 / 04 / m US С) X о X X X X 0 0 0 © X © 04 / 04 / (П 04 / 04 / 04 / 04 / СП 40 04 / 04 / αβ см 0 X 0 0 м 0 м 0 0 о 0 м 0 2 Г- 04 / 1Г4 04 / 3 00 а 4С4 ΙΓ4 U4 с- а со 0 0 0 0 0 о 2 о 0 2 о 2 о © СМ со со 04 / 00 см со см 00 Xt о 0 0 0 0 о 0 о 0 no 2 © о © 40 см 00 04 / 04 / Xt 1Г4 со 04 / xt о 0 X о X X X 2 X X 0 X 2 X X 0 см 04 / 04 / см 04 / см оо xt m 04 / ř- ОЧ 04 / см no 0 0 X е X Б 2 о X 0 X о 04 / 04 / а 04 / 40 04 / со со xt 04 / 04 / СП см X 0 X 0 X 0 X X 0 0 X no 0 0 © X 0 0 см 04 / см 04 / 1Г4 04 / 04 / (М 04 / 04 / 04 / 1Г4 at\ Оч ОЧ см (М 0 0 0 0 0 X 0 о 0 0 X © о е * 04 / со 04 / сП см 04 / ΙΓ4 со см н 04 / (М Р 0 0 0 ω 2 Рч 0 о Рц 0 © н ω О н 04 / 04 / со 04 / см со 40 η оо 40 LT4 04 / 40 Xt С- 40 xt xt xt xfr xt xt xt xt xt XÍ · xt xt xt xt xt xt xt xt xt xt Xt xt Xt xt Xt о о о о о о о о о о о о о о о о о о о о о о о о о о «Р <Р -Р • р Р Р Р • Р ♦ » Р • Р • Р • Р ♦ * + » п 03 / ф ф 03 / 03 / ф ф 03 / СО со ф 03 / со «3 ф ф 03 / со 03 / ф ф 03 / 03 СО ф о о й й о о й й о о о й о о о й й о о о й й о о о й а а а а а а а а а а а а а а а а а а а а а а а а а а

ч

ЧВ Λ е ο ρ 0 8 0 0 Μ 8 Μ κο о σχ σχ X σχ а σχ а а 1 00 e ο 8 ο ϋ ι ω 0 ο 0 РЦ Φ 0 8 0 44 ад XD CXI 0С 1 (XJ σχ СП а © σχ σχ 1> Я φ φ ο Я я ο Ο 0 8 0 0 Я Μ 0 Μ * α Μ σχ σχ сп σχ σχ ΙΓχ η S ϋ ιη а

1 Τ3ϋ ом-η ο 0 0 in 0 0 ο 0 Ο 0 ο 0 0 Μ CLN β <Ό σχ σχ ΙΛ σχ σχ ϋ σχ σχ а ϋ а а

0 οχ 0 σχ 0 σχ 0 0 гл σχ 8 g g 8 Я σχ 8 Μ σχ 0 σχ я σχ ο Φ 0 0 0 ο ΰ 0 0 0 0 О Μ 0 0 οχ σχ ιτχ σχ ЙП ΙΓΧ а OJ t * and xt ο сп а Ο 0 Ο 0 0 0 0 o p 0 0 Я 0 0 οχ ř- ΙΓχ ίΛ ιτχ > · CXI xt σχ си xt 0 Ο 0 Ο 0 0 AT 0 0 0 Я 0 Я νο σχ LfX xt со OJ ĎX σχ си σχ σχ σχ 0 ΰ 0 0 0 Я 0 Φ 0 O 0 я 0 Я 0 Я Ί- σχ σχ οχ σχ 60 »» χώ ΠΠ σχ σχ ΙΓΧ σχ σχ σχ Ο 0 Ρ 0 0 0 0 0 0 0 0 0 0 0 0 0 σχ OJ σχ σχ σχ οχ ιτχ ιτχ σχ σχ σχ σχ а σχ а 0 0 Ρ 0 0 0 0 0 M 0 WITH 0 о 0 0 Я OJ со 0J σχ Ε- σχ οχ xt d OJ 00 а σχ а ιτχ σχ 0 0 0 0 0 0 0 σχ χο σχ σχ σχ σχ σχ ο 0 0 0 0 0 0 0 0 H 0 0 m σχ οχ xt σχ 00 Г * LTX σχ X0 σχ σχ χ4 <· xt · xt xt Μ- xt xt χτ xt xt xt xt xt xt xt xt xt xt xt Xt ο ο ο ο Ο ο ο ο ο ο Ο O O O O O о о Ο о О ο о

рГ * Я Я Я Я Я я Ή д си чй <* \ > сп о 1ГХ Я XJ Я 0 ω CJ по й ХО 0 Я Я гЧ я 44 О d Ф я О 0 0 0 я if\ 4> 4 Я Я Я Я я я я Ы СО Xt Я я я я я я я 24 гЧ 3 Д) U4 tfX Я СП Я сл со OJ СП Я CJ ГЛ Я сП 8 Я 0 О 0 0 н Я о О О 0 О

IX-G continued

O O O 0 O 0 O 0 M O O O M O 0 0 * - M- OJ t- m 04 / and and and «4J c * ~ ux ϋ O O no X no 0 0 O 0 Q 0 O 0 M CD CD UX «О 04 / 04 / 04 / 40 04 / UX and ϋ O O 0 о Ы O O 0 O 0 0 oj m ř- 04 / and and 04 / 04 / UX 04 / 04 / ϋ к O O X 0 Q M O 0 O Q 0 0 rn OJ 04 / СО and 04 / 04 / 3 m OO 04 / O O 0 0 O 0 Φ O 0 υ 0 O 0 UX 04 / OJ 40 00 CD UX 04 / 0J cu O O Q 0 X ω 0 X O O O X 0 0 04 / Cb CD 04 / 04 / m 04 / 04 / C * J n O 0 Q 0 M O 2 w 0 0 G> M 0 0 E- m 04 / and UX oo and CD 40 UX O m 40 O O 0 O 0 0 0 O O ϋ O O O 40 WHAT 00 OO C" m O O 0 X 0 0 O O O X O O 04 / M- 04 / 04 / О '» no O φ X 0 O X X O Q X O 2 X OJ 04 / 04 / 04 / 04 / oo UX O 0 X 0 O 0 O X no no M X O 0 04 / 04 / CD 04 / 04 / m OJ 04 / and 04 / 40 O 0 O 2 M ÍD 0 M O 0 O oq 0 O ΓΊ CD 00 and CD 04 / and CD 04 / and XT O X O 0 O 0 O X O 2 CD UX 04 / UX 04 / m m oo Q O X ω 2 X ω 2 X ω O ω 2 X CM ux 40 00 40 m 00 40 04 / what what 40 * $ · E E M- with* O O O O O O O O O O O O O O O O O O O O O O «4J CD OJ OJ OJ P P P P P P P P P P P P P P (0 what w Φ 0) w what Ф Ф AT) what CO Φ « Ф what Ф what what what Φ Φ O O O Й O O O Й Й O O О Й O Й O Й O O O Й Й cx cx cx CX <x cx cx CX cx CX cx cx cx cx CX cx cx cx cx cx cx cx X X X X X X

206101

й ¹ 9 чед ип и ω СМ 0 с * · О их 0 со Μ а 68 ω 0 σχ 1 0 ® * н о е о 0 0 ο 0 м « см σχ ΓΊ ω σχ 0 σχ 1 »Я φ ф Ча а О см «Σχ w а no СМ 8 0 σχ 8 1 Ф 1 ΌΟ очн υ О е 0 0 ο 0 at> д irx σχ σχ а σχ σχ Ю σχ

W Ο 0 0 Μ ο Μ а- а σχ 00 а С- 8 0 ω 0 ο Ο 0 ο 8 σχ σχ σχ ΙΑ Φ σχ 00 0 ο 0 ο 0 0 & 0 σχ в σχ ΙΑ σχ σχ σχ 0 σχ 0 а Μ 3 а 0 ь- ο σχ ο S2 LTX С0 0 σχ

Ю • Η Ο Φ ο 0 Ο 0 Д О О 0 о о е > 0 о 0 0 О О ЙМ СМ OJ m OJ LTX - СО их - δ ) см см 1ГХ ř- OJ σχ

vc ¢ 0 5 о д о д см σχ Ж σχ 8 Я σχ см со • й Й К σχ О 0 Г- я в О 10 8 Μ а СО i ф д'Ь ► нЯ О О 0 £ О 0 Д ОД и СМ Ш оо СМ σχ σχ 1 Ф Ф о хп-н о 0 О д о 8 я Drink ГО xt σχ m σχ

i о о о л

о Д 0 ο & ι ω Q в В - CM OJ 00 ι σχ о Μ 0 Μ ο 2 Μ Οχ 8 φ 8 ел φ 8 ο Д ω Φ 0 о 0 ϋ Д 8 σχ 1ГХ Φ 0U С- 04 / σχ ο Μ 0 0 ο 0 Μ Οχ а xt 00 ΙΛ b- в

AND

I М • н о Ю й

Я ΓΊ 0 σχ Q 0 CXJ Φ Ж f * S 0 σχ Я σχ ω 10 ο σχ Я σχ Я 0 0 я Д ϋ Я «Fr - b- σχ в σχ в 0 0 0 0 Я 0 0 Μ CXJ xf σχ σχ σχ σχ в О 0 O О ο 0 Ρ σχ ř- σχ φ σχ t- 0 0 H Φ 0 Η У 0 ? n b · xf Φ χο 00 σχ

о σχ and σχ σχ

no 0 Я m σχ σχ я Д σχ σχ О Μ Я CM σχ σχ

О О σχ σχ

е> е> е>

ш σχ σχ

0 о 0 о см -φ σχ σχ

υ ϋ i 1ГХσ 4 £>

до

Ο I

СО «И Ф flrlO схсхсв к сем

ο ο ο ο ο xď xt xt Ο * xt ’Μ · Μ- Xt X # · Xf XÍ- Χ $ - xf Μ- Xť 4 * CXI CXI CM CM CM ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο

Ρ Ρ (0 (0 Ρ 00 φ φ Ρ 0) Ρ Ρ и ω φ ρ Ρ Ρ со со со φ φ Ρ 00 Φ Φ Ρ Ρ Ρ со со ω φ φ Ρ Ρ Ρ СО со со φ φ ο ο й. α ο Ρ. й Й α α ο <χ О О Й α α ο. О О О й й cl α α ο. α О Й Й α ο. α CX CL (X CL <Χ ООО ťX ťX сх й Й α сх

. ι οΓ Д Я я я я я VC. Д OJ > ο * —Ч н Ю Ш 10 Η Η <5 (0 Ο ο СХ « ϋ 0 Д я я я че ► о • н 0 ΙΓΧ Η tí о *> < ο Я я я я я 0 Μ ф гЧ Μ Я ”> я н OF φ Μ Д я 0 я 0 я Р Μ а Н г — C й Р 3 н ь £> N tí (0 m Ф m Η Η гЧ й я YEAH Η « 0 ο о я я о

CO rM p

ДЗ (0

I> Й ω ω * 4 c x t XJ

i Φ χη -rL ад

> O ₂ NHCNH

AND

YEAH

O 1 W rf c f SO T T 9 9 T9 O O M Ή OL> C

0 0 0 0 w 0 0 W AT W 0 W 0 0 M -t OS Os IA and lA © and OS and pers and m OS and 0 0 0 O 0 0 O 0 AT 0 O 0 O O IA pers Os Os Os pers CM Os pers OS Os © pers and 0 0 0 0 0 0 0 0 0 0 0 0 0 0 Os Os and pers Os Os O pers IA Os OS Os Os Os 0 0 0 O O 0 O M 0 0 O M OS OS and Os OS pers and and and pers OS and

I o

X3

M O 0 0 O and 0 0 0 and 0 0 O 0 0 0 0 IA IA CM Os m C- \O Os <M ř- IA © m Os and M 0 and 0 M and 0 « 0 0 O « O 0 and © Os pers pers m pers Os OS Os CM Os Os and CM pers 0 M O M 0 and 04 / w 0 0 W & 0 bunch and Ф and IA Os and and un © and and O 0 O 0 0 0 0 O 0 and O 0 0 W 0 O 0 ΓΊ © • ί- Os Cm OS OS *AND rm pers AI 00 ř- and m pers 0 0 ο W 0 0 O W 0 0 M 0 M CM © « and t- o> OS cm pers and pers and « O 0 O 0 0 0 0 0 0 • 0 0 0 at 0 IA OS Os Sat pers m as pers Os Os © OS Os ts 0 0 0 M 0 0 0 M 0 0 M 0 0 OS Os pers and © pers Os and CM pers and and and 0 0 0 0 0 0 0 0 M 0 0 0 0 0 00 © bunch and OJ Os Os LA and OS Os and and 0 O 0 0 0 0 0 0 0 © Os Os OS OS XO pers Os pers O O 0 0 0 X 0 O 0 0 0 φ O> 40 OS • Φ Os 40 pers ί- pers Os Os Ф m · Ф • Ф M · φ -φ O O O O O O O O ο O O O Φ Φ • * t M · O O O O O O O CM CM CM CM CM CM CM CM CM CM CM CM O O O O

<3H O CLO. CD

N (0 44

P P P P P P P P P P P P 03 / WHAT what Φ 03 / Φ Φ 03 / 03 / tn Φ Φ 03 / φ φ it m Φ Φ it what Φ Φ O O O fa O fa O O O fa fa O * 4 fa O O (4 fa O O fa fa cx cx cx cx cx cx cx cx cx cx cx cx cx and cx CX CX CX cx CX cx cx cx

rH

O

ca

IA w and and and Φ <—T and and 0

cn cn «

0 м 0 м 0 W 0 w 04 / а 04 / с с- d 04 / ti 0 0 0 о 0 О О 0 0 сп Р- СО 40 04 / 04 / (М с * - UX 0 Я 0 о 0 52 о 0 0 0 0 AND см 04 / ао гл 04 / со 1Г4 04 / 04 / m 04 / 0 0 0 о 0 W о ж 0 0 О 0 см со 04 / г- 044 and СМ 40 04 / 1ГХ Р- 04 /

ф о ХО чЧ atí

i о тэ х>

AND

О 0 н

СП 04 40

О 0 0 0 0 0 О 0 о 0 СМ 40 Р- 40 04 / СМ см о я я 0 Я Я 0 0 0 я ΙΛ 04 ' 04 / см 04 / 04 / UX 40 СП 1А Н S Я 04 о СП 0 04 no ti О Р- 5 04 / О о о О 0 0 0 о 0 о 0 ОО Ф Г- 04 / гл 40 0 0 я о Я 0 0 о 0 - СО 04 / Р— 04 / СП LT4 их О 0 Я о 0 Я Я 0 0 я 0 ж СП 04 04 / см 04 / 04 / см 40 сП СМ СО СМ 8 0 0 С Я 0 0 0 0 04 / 04 / 04 / см Р- см 40 Д 8 м я 0 W 0 Я 0 0 ΰ СП 04 / ti 40 СО СП Р *

0 ох

X 0 X сп οχ 40

ω 0 х a 40 40 ω 0 х

U \ 04

V V V V о сГ о сГ Ο

4- 4 · 4- хр ο * ο ο

4- Μ- 4- 4ο ο * ο ο

and О 1 CO-гЧ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ • ДгЧ О Ю оо от φ φ η от от φ от ОТ со φ со от ОТ Φ φ аал О о о д д о О о д О О о Д о о ОДД and a and a and and and and and and and and a and and a and a

йГ Я

к and IX-H continued

4 · «я д а а Еч сп

со X ω о со X О О оу HN3HN ¹

• о хв л * П о о σχ м 0 ’| ш СО Ή о 0 м « ц со 1> с ф ф> й а 8 0 σχ

I Т9О ο * Ητ <ω ΰ й. «Σχ

Ю • Η со

0 (М 0 σχ w ti 8 Μ ti о 0 0 О 0 (XI σχ σχ σχ σχ о 0 0 8 0 их σχ σχ σχ

«00 σχ σχ ο 0 ο σχ

ο Μ Φ w ti ti 40 с 3 0 со 0 σχ Μ (Μ 8 % ο ΰ Ж о 0 σχ σχ СП σχ σχ ϋ 0 0 о 0 0 Xt ОО σχ CM σχ со

0 0 0 0 0 О 0 0 0 0 0 О г- г- см ř ” СП СМ 40 * - их (М 40

СП

О Ж ж ο Ж о ж ж Ж о о Ж ж Ж 40 σχ σχ СП СО см со σχ σχ ох см со СП σχ О Μ ο 0 Ж 0 ж о 0 W 0 ж их со а СП СО а оо σχ СП σχ е Г- ti о 0 Ж ο 0 0 0 0 0 о 2 СМ оо σχ СП см СП 40 СП 0 0 ο 0 0 0 о 0 о 0 t- σχ СМ СП t * 40 0 Ж ο 0 Ж Ж 0 Ж о 0 Ж Ж 0 Ж σχ σχ их σχ σχ см со ОХ СП σχ ОХ см σχ ох о 0 Ж о Ж ж ж 0 о О 0 σχ σχ σχ ох σχ σχ σχ σχ ио 0 0 0 0 Ж 0 о ж ж 0 Ж Ж 0 0 0 о 0 0 см t * σχ см г- г- см ОХ ох см σχ с * см σχ σχ ж 0 О 0 0 0 0 0 о Ж 0 xt σχ 40 σχ их ох со σχ см см σχ О 0 0 0 2 0 . о 0 Рч σχ σχ 40 σχ со σχ см σχ 40

о

СМ о

СМ о

c \ j

о

X # · о

о о

о о

о о

о о

о о

о о

о о

YEAH О 1 СО · Η Ф Р Р • Р Р Р Р р • Р Р Р Р • 2 н о п СО ф ф <0 со ф ф со no ф ф 0} η ф ф с » W со ф ф а а ш о о й й о о й й О о й й О о й й о о о й й М ®Л4 а а а а а and а and and and and and and а and а and а and and and

ж

ж >! * ы их Ж (й Ж Ж Ж м- гЧ со « Ж О ж ж гЧ 0 0 СП со СП Ж СП СП Ж 8 Ж н Н 0 О 0

Η Η к and IX-H continued;

Ρ £>

Φ Η

O

l τ »ο Μ« Η χ ► α

Ο 0 ο 0 0 0 0 Μ 0 X Ο ο 0 'Φ αχ CM Φ ίγ Β χο αχ ιτχ χο ο Ο 0 0 G X Ο X X 0 X 0 ►1 ο 0 η ΙΛ ch αχ <Μ αχ αχ αχ αχ ί- ιτχ Μ> 0 Φ 0 0 Μ 0 0 X 0 Μ ο 0 Μ OJ C0 ΙΛ WHAT Β \ 0 αχ t- Β αχ Β

£ <* Ί 8 X СО 8 X αχ Ο -’Φ 0 αχ X αχ 8 X αχ υ ο 8 ο 0 о X Φ Φ Ο X X X Φ X φ ιτχ t · <Μ αχ αχ αχ αχ CM αχ αχ αχ 0 οχ Ο Φ Φ 5 0 X Φ X X Φ CM CM αχ αχ αχ αχ © αχ αχ Ό

X *

O o

N Φ ХЛ'Х о Д 0 χβ 0 αχ Ο ιτχ 0 αχ ь со > Φ £ в \ • φ чф m ’Μ- X- 0 © XJM O O O O O дэ Ο. 1 СО · Η Φ 4-> • Ρ <Ρ • Ρ • зн č <0 ω φ φ (0 tn χχο Ο Ο you. ο ο N Λ Λ | α αχ ον X ο. ° Γ x X

O

O O CM OJ CXJ • Ρ • Ρ <> • Ρ 0) φ « 0) ω ο ti ο ο ο X X χ α αν

X X 0J ο ο - СП X 8 X X tx Η X Ο X X X X X X X X X X

ΟΊ Η Η X Ο Ο

Ο

ο for 2.0 over 2.0

X

I д д--------------------------IX-H

1 св сон о 0 8 л w 00 σχ 1> β φ φ о о 8 α в Ох 1 Φ 1 ТЭ ο ОН Η о Я 0 at> β σχ в ОХ I Ю Η from 0 <0 0 о 0 й Λ4 го Г- 0 <0 0 Й Я 0 Я Λ β t- σχ Ох UX Ох AND 4 >> <υ 0 я Я 0 ЯЖ CM ОХ СП t— от ι НЗЪ> НЛ О 0 о ОД О см

0 0 0 0 0 Ох сп σχ со с? 0 0 0 0 σχ ОХ ох m 0 0 0 0 σχ ох ох в 0 о 0 О 0 0 ОХ см со σχ СМ Я 0 я Я 0 ох сп СО ох · " я о 0 Я 0 в m СО σχ ί- 0 0 0 0 Ο no 00 ох

О ЧО о см 8 о их 8 0 о no я ох со ох ох 0 0 0 ох о \ ох 0 0 0 0 0 СП их σχ ХО σχ 0 я о я см σχ σχ σχ я 0 0 М СГх хо σχ в 0 0 0 О 0 си tfX с— см ОХ

0 Я t- σχ

1 ф Ф О ХО н о 0 0 0 О 0 0 о О СиЙ их •IN 00-00 σχ СП

о

ТЭ Д rt со 'ОХЪО

X г от> д и о

О в я ох я сп 0 00 5 ОХ О ОХ Я ох Й 8 я их 0 0 0 0 0 0 0 я 0 ХО ох со ОХ t— σχ ОХ ох ох 0 я 0 0 Я 0 0 0 0 0 0 их 00 см 00 ох UX СО ох сП ОХ ох 0 Р 0 о 0 О 0 О 0 <п с- ох ř- ОХ СП Ох их ох 0 0 X 0 0 Н 0 0 X 0 0 их ох 40 их ОХ хО СП Ох Х0 ХО ох

σχ

о σχ ϋ σχ

СИ см 40 н я 2 я 0 о я

их z-ч я я гЧ от XXJ я я Й ю о от

СО СП н Ен Я 0

Я я я я я я я я СП СП <п Я н Я Я 8 0 0 0

206101

0 Μ 0 Μ 0 © Μ ο о 0 Μ σχ а со а OJ and ΰ а ΙΑ CKJ а ϋ © 0 о 0 0 0 © ο о О 0 οχ σχ ιλ xt σχ σχ σχ σχ СП с * 8 8 0 ια <n © СП 8 M a к © σχ 0 о OJ © ΙΑ ο © ο м 0 M 8 Μ ο а о 0 О σχ σχ а а а and а 1Л © © 8 0 0 and 0 Μ ο о © 0 χο σχ xF OJ σχ ΙΑ а 1А 0J 0 а © 0 0 © 8 and 0 а 0 о 0 © а (Μ σχ σχ а t * t * σχ σχ σχ οι CKJ σχ σχ 0 © Μ 0 © Μ 0 W 0 Μ © © 8 © м ια (0 ΰ t- t * а xt and xF а 0J ко t- а

ТЭ Л '0 ^ 0 «> хз 8 а ох 8 © f 0 LA © t- 0 ΙΑ а σχ 0 σχ а σχ о О 0 © OJ СО со 1 т AND □ ^Ф 0 О р 8 н © © О © © 0 © о W а о а о о no 5 * 4 LA ох КО t * СО СП OJ 00 οχ а ΙΑ σχ см

N ф * 4 О R 8 8 и КО 0 в 0 σχ 8 СО СП © ΙΑ н КО · ω xt © t- КО й СО > ФЛ xF xt м · xt xt V xt xt xt xt In xt xt * t Xt xt xt xt xt xt xt ам О О о о O O О О ООО ООО 0 О 0 0 0 0 ООО Л О 1 w · η <υ Р Р Р P P P Р Р Р Р Р Р Р <зн о со со со ф CO 00 φ φ И Φ Φ СО φ ф со Φ со Ф со 0) СО ф Ф О. О. СО о о О £ 4 O O £ 4 £ 4 о £ <£ 4 О £ 4 £ 4 о О о £ 4 о О О £ 4 £ 4 N СО JM о. р. а а а а а а а а а and а а 0. а а a а а and a а а and and and and and

Μ 0 ΰ σχ

Μ 0 0 Μ β σχ 00 β ο ο σχ οο i о

ХОХ U u 0 O 0 0 xno drawbar · - · »ΰ σχ σχ

ι В с з J4 ω 0 OJ 0 10 m SX 0 σχ ο l> tí φ φ O M 0 0 ο 0 * · (X OJ ΙΓΧ t * OX C0 t »

0 0 Μ φχ Ο 8 0 Μ- Η · 00 σχ σχ §Χ 0 σχ 0χ ⁰ Φ 0 σχ σχ Ο Β 0 σχ

1 Φ 1 Ή xt xt · xt cxt> α O CM 0 kO 0 OX 8 0 σχ 0 CM ί Ю • Η η Ο Ш O 0 at 0 0 Μ 0 É4.M CM M · t- OX σχ CM Ή ® 1ί O CM 0 w CD 0 «Οχ 0

ΙΑ

0X0X0

0 χο · “ο 0 0 0

CM t-CJ 00

W 0 »» ΰ

0 0

ΙΑ · “Г-

Г ЧъФ AT 0 w 0 Μ 0 ø - <> « · ~ kO cn IA а t— ω ι Φ 3Ψ>> нх о 0 0 0 O ОД о * " ř * 1 Φ ΧΟ · Η φ 0 0 X O ίΧβ σχ в

Ο ο σχ

Μ (Μ

Ο

Я Я 0 X 0 X - σχ cxj οο ια - ο

0 0 0 Μ Q 0 W χο oo ux Β χο Β O 0 Φ X 0 0 Ο Φ CM ox σχ ΙΑ ь- 0 0 0 Я 0 0 Φ σχ irx σχ ΙΑ · " ©

0 Я Μ 0 X Μ Φ Я 0 0 Μ 0 SJ 0 Φ «X Μ · σχ σχ Μ- CM ΙΑ 00 ΟΊ σχ σχ Β σχ Ο 3C Ο Φ ο Μ Ο 0 Ο 0 ο 0 Μ Φ Ρ 0 t- Β- σχ Β Μ- · » Β οχ ΧΟ σχ 0 φ 0 X 0 Я Φ W X Φ X 0 0 Я Φ φ σχ σχ C- © ΟΊ СО СМ σχ Β ΙΑ CXJ СО 0 X φ 0 0 я 0 Ο φ Φ ο X Q φ (Μ Μ- ř— σχ m ΟΊ 40 m со σχ ω <Ώ ΙΑ σχ Ο 0 > 4 ο О Φ Η 0 φ Η ο 0 CXJ σχ Χ0 σχ OJ СО χο m σχ χο σχ σχ Μ- Μ · xF Μ · Μ · μ · Μ · Μ- Μ- Μ · μ · Μ · Μ- ο ο ο ο ο Ο ο о о ο ο Ο ο ο ο ο о ο ο ο о ο ο ο (Μ СМ CXI OJ (XI (Μ (Μ см CM

А

О 1 ω · η φ Ρ Ρ Ρ Ρ Ρ Ρ Ρ <3Η ο 03 / ω No. Φ Φ CD φ (0 (Λ 03 / φ CX CX С0 Ο ο Ο h Й Ο ο ο ο Ϊ4 N CD Μ СХ cl CL CX Ο. cx CL CL CL <χ CX

Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ (0 0) ω φ 03 / (D φ φ CD во Μ φ φ ο ο ο * 4 ο ο ь Й о о о CX CX CL CL CX (X CX CL CX CL cx СХ CL

(£ -

2081

о

о о X Q H о W ο X CM σχ and σχ and σχ and σχ Β о о о о © о о о о о о 1Л σχ σχ (B) σχ φ σχ φ φ σχ σχ X CM о co о σχ O a © n X оо о я о σχ X со

I ТО О О Ή -Н At> ti

X о ρ о о о о <2 о о о X о X X о X X CM ΙΛ ΙΛ CM r- <ř t- and CM σχ CM σχ σχ <Μ σχ σχ о X о O H о X о о X о X CM σχ WHAT and σχ and СП φ σχ t- σχ ο- о о о о о о о о O ο ο Ο 0 ο Φ Οί Φ and σχ Οί Οί οο Ο 0 о 0 о 0 о о 0 0 ο 0 ο 0 ιλ Μ · СМ Φ (Λ в σχ ΙΛ со о X 0 X о X ť 0 X 0 X 0 0 0 X 0 0 X со CM σχ σχ см m а 5 σχ ΙΛ σχ ΙΛ СО СМ • Μ · CM σχ σχ ο о о X о ο о о о X X о ο о ΙΛ 00 Οί t * ch and σχ σχ οο σχ CM σχ о о о X о ο Φ X о о о X © X ΙΛ Μ · CM оо CM 00 ΙΛ σχ CM σχ σχ r- σχ

• μ- ** -4 * Μ- м- м- м- • * fr е м- ’М- м- ο ο ο ο Ο Ο ο о О о о О О О О О о о О о о о Ρ Ρ Ρ Ρ Ρ Ρ Р Р Р Р Р Р 00 со 03 / φ Φ 00 οο со Ф ф оо ф ф 03 / оо 00 ф ф со со ф ф ο Ο ο Й Й ο ο О й й о й й о 0 о й й о о й й а а а а А А А А А А А А А А А А А А А А А А

post 0,4 90 90 7G 2U 90 1С 6G 1С 30 2С аЕ 9С 9С аС рге 0.4 9G 9G 9N 9G 8G α 9N 9G аЕ 9G аЕ

X X X X X Η о Ή tí * 3 > af ο what CM ΟΊ and « ^Φ rH о X X 8 X о X ο α X Ρ ' Β X X X no X X rH φ X X о X X X X Μ rH 3 Λ X ^х φ ΟΊ CM ΟΊ ΟΊ X γΗ 8 X Μ Η X о X о о о

I о ЧВ JS о О м О » о хл о σχ σχ в σχ в сп 1 0 (ОН о о no о о о о 44 « м · σχ 0J г- со их © 1> Я Φ Ф о ь No. о X о о > 4 а ί- ХО а их σχ © σχ 1 Ф 1 ТЭО о мн ο О 8 О о о о а> я их σχ ОХ σχ СП σχ

i ю

н ω О Ф О О О о X 4 44 <М сп

м о М о « о О Μ в © в σχ в \ о σχ в ж О О о О о о о (XI со σχ σχ σχ σχ σχ о X О о о о о σχ σχ σχ в σχ в σχ О О О & О о О σχ ХО σχ σχ σχ σχ О о о № О О О О Ч $ - 4f 4t σχ σχ

Μ Φ Ή о о о X O О О О X о X в о X £ three ГХ ь- их (XI СП · "* ** их Ф σχ σχ 1> »φ О X о X о S2 М О М о X о о м 4 * » © ох © 04 © В ХО а их ОХ их ох а И 1 Φ О Д Ο о О 04 / о о 04 / О о о о о 8 No. 8 X σχ

О о

1 Ф Ф о ХЛ Н о о О О О О о ая 04 / СП (XI сп

AND

м а

о т> д

AND

I 44 н о Ю 4

I г4 ► (0 Ф в а

<зн о аа®

N044

о о о X о X о о X о О X X О X о - © t- (XI σχ ί * их σχ σχ см σχ σχ IÍX σχ σχ σχ

о о Г-IIA

ООО t - МООО - σχ 04 чГ

S 2 ¢ 0 ·

о о их σχ σχ о а о о оо их е- хо ’Ч’

σχ о

О

о

м ·

040JCU040000

ф а

□ Г х

£ t> о xj ф 4 ХО сп Сч JM X X О а X 1 их No. Й X О X ф X X X 24 гЧ Й а ф ен СП X Рч гЧ о

Сч X & сп X 8 X X X X X гЧ о X X См X 4 X СП X 8

о м ад 0 0 -е о \ Os СП СМ О ад О ад СП Os ΙΛ Os Q о 0 Ф С \ | СМ m О о о о m О 0 ад no 0 Ό σ \ OS см СО гп О О ад 2 0 t- 04 / ш

N ф Ф о ti о 0 0 0 м <5 Os 1Г \ OS КО h а «Л о О о о о о о о о о ЭД * см см см см см см см см см -о О I Ю * Н Ф р Р Р Р Р <ЗН о 0] а ф ф со со оо ф ф сх сх ® о о А ь о о о Ь É4 и ш Л1 а СХ а а о. а а а а оГ н о ад

ю

X гЧ £

СО

Е->

а о г СО · Η Ф Р Р сзн о со СО Φ Ф аал О о й й N ШХ а а а а

ϋ Μ О ' а о 0 1Г \ О ' no 0 а О ' о М а а

О М а а 8 » О 0 а О ' о 0 О ' О '

О 0 0

CU X \ О b Д д 0 о «-О 'СМ О' СП

О 0 м о

О 'а О'

0 см х

О '

О 0 0

O '- X O'

О '

О О 'я О'

0 Д

UN Ох О '

О 0 Д О m О 'О' а

Я 0. m О '

СП О '

О '

О 0

IÍN О '

О О X UN О 'Ό

О О О О См см см см см post 2.0 post 2.0 post 2.0 prev 2.0

m Д о m Д СП д X О X no о

аГ д X м оГ Л д хО Ό м Д во м « д ΙΓΝ X TENCH « Д н м д м properties Sp 5 properties Sp м Д а Д д д со СП СП m д гЧ « д н М о о

fa • ο * 5 ο ο Λ * 4 Ο

o o

o o

O ο

O

CM

CM

Η

I co

Μ o

OT · Η Φ он ο

44 0 44

CM

CM

CM

CM (Μ φο φ · φ

φCM

CM

CM

CM

CM

CM cm k and IX-K sequel co

E4

χ X X X ΓΊ σχ X 8 8 8 8 X ο X o ρΤ X X Μ X X X m m ο X а X X X X ω ο X ο ^Γ X X X X X X φX X X X X X X m m Γ-4 X Μ X ο at X X X

Θ1

β φ Э · Η ο no 0 0 0 0 я 0 0 Ο Μ 44 4ч «Η <χι xt σχ σχ ΰ ο 1 44 • Η ο ο ο 0 0 2 & 0 Μ 0 0 0 Ю Й <η 0J xt ΙΛ (Μ <5 а σχ

Ό & Й 3 φ 1 C0 44 h 44 Η ÍX CXJ Η > ® Ό 3 β л 3 40 Φ Ό ή Φ * 4 t> α СО еч Η

и й

1 ο ΧΒ0 no ο 8 Μ 8 8 Μ ti 8 Μ ti 2 0 σχ Μ 0 Ο (XI 0 ř- Μ ti Ο Ο οο « β 1 ® ® «Η 0 0 0 0 0 8 0 2 Ο 0 0 UX ΟΧ 0 0 Μ 0 0 00Д 00 CXI 00 σχ m σχ SO 00 Ε- (XI их σχ ι »ο 9 9 * »α а σχ 8 α 0 <xi σχ 8 8 0 σχ 0 σχ Ο 0 σχ 8 8 0 σχ Ο их 0 οο 8

а их и их σχ о

<м

ÍI ю • н оо £ 2

ЭД см

О их о ΓΊ

CXJ

ЭД σχ и СП эд σχ о

(XI

ЯЛ *

С * ж σχ а их о ux о ьсо I

MS од и о t0 оо ч>

<χι их

ХО

ГΎ

X

0 = 0

X <м

О (Л СЕ ~

I эд

Й2 ι Η ►

СВ (В 0 0 гЧ I о о

Μ С AS & 0 О 1 C0 * H · OH o aaa N ® ЭД 'δ ► ο Ю α й N ЭД ο а No. X

ж UX

О σχ σχ о

CXI

Ж σχ ж

(XI t * ж σχ ж σχ ti

Σ σχ их

ГП

а <0 а σχ 88 0 σχ 0 IfX 8 W οχ 8 8 0 οχ 0 οχ « 0 Μ * W 8 88 «8 0 t— οο 0 (Μ 0 ио W 8 8 υ 0 * - t- Ο 0 ϋ 0 их Ο

ей Ф

и *

O O O O O ООО о P P <P P «Р P α m co 9 9 И И Й ® o o 0 A Й ООО Й and a and a а а а а а m and СП а Ж O no O СП а Ж O О

о χο

0 · и * о C0 οχ υ их о

си

Μ

CM

С · Μ Η- -и Η

Ο Ο ο ο Ο Ο Ο Ο Р Р -Р Р Р со η ф о л 9 о ф 0 о Й о о О й й and and а and а and а and а о

t—

(V) 1Λ ио χο

си CM CM CM си CM CM CM CM (XI Р Р Р Ρ Р Р η no «0 9 ф and W η ф 9 о 0 о й й о о о й й а а and and and а а а а а and СП cn а а о о ГН СП а а о о

ЧН Д 2 W 0 O X »o what tí CM 1 ® CO H я 0 0 O 0 Л4 00 0 σχ OO CM ř- ОЙ φ Ф no 0 0 0 0 * 4 cx см со σχ σχ 00

post 0.4 post 0.4 for 0.4 со -Μ Η д со

Η

й 1 2 40 Д 0 0 Q 0 0 ко о t * 04 / * - U4 U4

о О 0 о U4 U4 СП

С1 »Я ф ф О 0 а си см

AND

ТЭ Ή Ф ► О 2.2 5? 0 40 и 0 (41 40 0 ί- 1 ю • н СО о со й Д4 2 0 U4 0 cd ο no WITH е s 1 8 0 LC4

ООН 0 й си ¢ 0 а ко со о ф 3 оЙ

СО Я н с> <0 Q X 0 д СМ cd С—

CD

X С 2 * ω X X cd а 5 Sat CD СП 40

О о О о о о о о О о CD <41 СМ CD см CD ем CD ем см

Р Р Р ω со со ООО о. о. о.

N Ф ЙД'Х о 0 X ЙОС 04 / 40 й со > Ф д 0 \ О bú (ХЛ4 о О о о д о 1 «НФ Р Р Р • Я Н и со со т ф СХО.СО о о 0 й N СОЛ} а а а а «Г X

X > 4 о X *? й аГ X X 40 со X X X А4 UX гЧ X X X Я ’Ф д « X X со СП F4 X X X

о X X X м со их X X Л4 гЧ <· X X 3 д со Бч СП X X

1 я 1 Φ ffl <4 о о со тЧ о 0 со их σ \ Λ4 а СП си 1> й l »tí φ φ о Μ φ φ 0 0 0 0 0 * <а со а * <а м · СО си Г · UX 1 Φ 1 Φ 1 ΤΪΟ 1 ТЭС) ΟΉ · Η о 0 О Х-И 0 0 0 а> й σ \ 04 / а> о «X 1 κ> t К) no • č (0 со 0 CD о О 0 О 0 о 0 О ДЛ1 си CU СО дли С44

1 X z тэ а 'О> »О л> а О О 40 о 0 СМ О с- 0 Ο = ω X 1 2 з φ см л о О зи Я о я 0 0 ω £ * < 40 · - со 40 их

а й «Я ж Я 5 их 0 Я Я 0 Л4 Л4 гЧ ч · гЧ Я Я 0 3 а а со ГН 0 еч Я Я еч

40 no 0 0 Ο 0 ο ο о ϋ ο ο ο Ο 0 Μ χη ΙΑ -IN ου © t- в ί • «• η ο 0 ο 0 Ο 0 U 0 ο О ϋ ο 0 0 0 0 .Μ » - οι ΙΑ οι σχ CV ί- oj σχ OJ ΟΙ ου Г- ΙΑ φ’8 ο 0 ο Ρ 0 Я 0 ο Ο Я 0 0 0 Μ * »Α в σχ Β ου σχ m αο m σχ их 0- σχ σχ C

я σχ 0 Я σχ 0 Я ι- ο CXI 8 Ο ο 1 0 W 0 0 Я 0 0 σχ Β σχ σχ t * 'Φ И 1 • 3Φ> ► НД ο ο ο ο Ο 0

bulka IX-Q continued ož ° Я

Ql

£ о ха ϋ хп σχ 1 л со -н Q М со σχ 1> Й φ ф »й а 8 1 Ф 1 тэо омн о 8 1 ю • н от О Л ЙЛ1 м в * 4 А Ή о no J3 с 8 1 х> »ф О Й « σχ И 1 ф р * н t> H £ no О £ О 1 Ф Ф и ХО -и no ай (М 1 о тэ А * о> »о о т> А CXJ 1 β ф • М о Р * < о л * < σχ 1 М • н о О X) й σχ 1 гЧ > СО 0 £ й 8 Η 1 О О К Ф СО А >> йос о σχ й Ш х »£ ”Ф ам о 1 А СО ОД4 со -н Р • 3 гЧ СО а а ф о N 0 о а «Г and

»4 я ο * 0 XO

O

CXJ σχ

0

ΙΑ ΙΑ

CM χο (0

O

OX

0X1

CXJ l »fl φ ω * 4 Mesh about CM oo cm бы

U3 σχ a

σχ σχ

C*

Α σχ t

I ω I T »O O -Ι Ή а> β t

ο οχ σχ σχ σχ ο

σχ

CX

Φ σχ о σχ

I κχ со

Fa 0 fa 44

Ή CD

ο ο 0 Ο 0 ο 0 0 ο 0 0 0 η CXJ CXJ CXJ CXJ ο ο а 0 0 0 а ο а ο 0 O 0 о а 0 Я σχ » ^- ιη 0X1 σχ σχ 0M ΙΑ ΓΩ cxj σχ г- 0 0 q Μ 0 Μ Q а Q а 0 Я ΓΩ CXJ σχ σχ ti 0 0XJ σχ σχ σχ σχ σχ

<0 ι φ ► Η од оде

0XJ

ΙΑ

CM

CM

ο ο ο © 0 ΙΑ 8 Φ tCx 0 CXJ © 0 XO 0J O O ΓΩ ο Ο W ϋ μ 0 5 0 я 0 0 а 0 0 0 а 0 а а 0 0 Я χο ΙΑ 0X1 cxi α ⁵ cxi I-x \ 0 σχ © 3 * CM 0 ΓΩ * 4 · σχ CXJ tfX ο 0 0 0 0 0 0 0 0 0 2 0 а 0 а 0 а 0 US ΓΩ CA σχ CM σχ ΓΩ σχ σχ 0 xt CXJ t * CXI ř · - ~ их 0 Ο 0 0 Ο а 0 0 а 0 0 0 а 0 0 а а Я ΓΩ σχ σχ CM σχ 03 / σχ CXI σχ CM σχ M · σχ 0U 0 XO Я 5 § я G 8 G G 0 LfX 0 r * 0 IÍX 8

σχ

ια σχ \ o

0 ο * χ σχ

X xo

xt xt xt xt M · m- xt ω xt xt xt xt xt xt Xt Xt xt xt xt xt xt Xt Xt Xt O O O O O O O O O O O O O O O O O O O O O O O O O

£> o I ω · η φ • S H o

Cl Cl co

N CO 44

p P P P P P P P P P P P P P P « ΰ) what φ 09 / what what φ φ what φ φ о) ω what what what φ φ (0 what (0 φ φ D O O fa O D O 14 »4 O O fa с O fa O O O Са fa O O O Са fa and and and and and and and а а а а а а а and а and а а and and а and а and

M а X ° ^T а o x o co 14 44 O а g а ° HIM what ΙΑ w а 44 H а а а 43 WHAT AND ΓΩ O а o

--4

а o аА CXI O а -4 0 а а а а H а а о а O LA ΓΩ а ΓΩ а CXJ а γ4 O O 0 о

ti о Д о X » 0 0 о о 0 No. КО ш 1Г \ 04 / а 1 ® Ф · Η О 0 0 Ό о 0 Й « ΛΙ со со 00 lf \ см СО 00 а |> я ф ф о 0 ЭД ЭД о о 0 * 4 СХ см 04 / СО ОК см

0 Ш О 0 СП о го 0 - «ί- S оо о 0 0 0 о 0 о ο 0 о 0 U4 см 1Л го КО см см г- см о 0 эд « о ад м см 04 / 1Л bunch ок а

1 Ф 1 тэо О Ή * н « 0 0 0 0 0 ЭД 0 0 0 О 0 at> я КО ОО 40 L4 а 04 / 1Г4 04 / t'- 1Г4 σκ во 1 ю и ω о со ЭД 0 0 0 0 0 0 0 О 0 0 0 я ла СМ м · СО СМ СМ со см т.

* 4 О

f о • гэ Л

о о СМ 04

i ла

I н к со Ф я Я гЧ

О

N Ф Ф JO <Р о

О ад 0 о ад 0 ЭД О О ад 0 о эд 0 ад О КО C4J C4J 04 / • М 04 / Г'- см ь- СО см ок 1Г4 оо ΙΓ4 0 О 0 о О 0 эд 0 0 о м & О ЭД г- см 00 СМ ОО 04 / Ь · КО со Ι- 0 00 04 / о 0 0 0 0 0 0 О о Ο 0 0 см ко bunch СО М- 0J см 1Г4 КО 0 о 0 0 0 0 0 0 0 о 0 0 СМ О- КО СМ ’Ф СМ ’Ф (М ГО

О ЭД 0 - П Г0 0 Н

СМ 04 КО

О 0 СМ О0

ООО М го 04 оо

О 0 О СМ <О ад см ад о ο

СМ с- - ад о 0 0

ГО 04 СМ 00 1Г4

ЭД • M “ш

§

C"

ЭД О О

СМ -М- 00

0Д ЭД 0 0

ОО ко t— Г-Os

ЭД ϋ О ЭД О О

ГО СО 04 СМ С * 1 СО

И 0 см см во

Η Os κθ

0 ► <0 0 - 04 КО ITS 04

χί- -м- * · м- м · • м · ”Fr м- м- - м- м · м- м- 'М- м · о о О о о о о о о о о о о о о о о о о о о о о о о о о о Р Р Р Р Р Р Р Р Р Р Р Р Р Р Р Р Р Р со со W ф ω 00 со ф СО « со ф ф со со со ф ф со СО со ф ф т во «0 ф ф О О 0 о 0 о я о о о »4 я о о о я я о о о я й о о о я сх СХ СХ сх сх сх сх сх сх сх а 0. сх сх сх а а. сх сх а сх сх а сх а сх сх сх

ад ад эд к and IX-Q sequel оГ ад ад

го (М со ко эд о эд я эд о эд 0 m

я д го Е- »

trs эд эд эд эд эд -м « эд эд эд »

Н 0 о со эд и ад эд « эд

ГО го ЭД эд о

о со

О

'«О о 0 © ο о ο © 0 © о Φ © Φ © МП ко σχ σχ σχ ČÁ t- ь- σχ <Α © 1 ® СО «Н 0 © φ ο о Φ 0 © 0 © ф © Η 0 ο Д4 <й 1А ΙΑ σχ ко © ко ох σχ σχ and СМ 1 »Д φ ф no ο я ο ο Μ Q © о $ Ο Μ * 1 а · ” 00 and and σχ © and © and 1 Ф 1 Т5О ОМ т4 0 and φ Ο φ © Μ о © 0 0 © а> а см σχ ΙΑ © and β and © ϋ с * «Μ © 1 ю Ή О СВ 0 Φ Ο φ © ο © о 0 о © 0 Φ 0 © ь м - CM ΙΑ σχ ια σχ см ь- ь » σχ σχ <Μ xt V4 ® * 4 Д р о о ο Ο ΰ © and о ф 0 and © and 52 Ο 0 5 й см CM ^ t σχ σχ см © см σχ σχ σχ СП © CM 1 о> ф © ο and and ο © ° Μ о ф м Φ 0 Μ Ο © Μ £ 4 * 4 xt σχ см ω cn and см © and © 0 © and

> о ю со Сч

со гЧ

Р л со н

I Φ

Ф о ΧΟΉ

О О ООО см ко - ΟΟ ф и о о см со ”t σχ

4А

I н> со со л д

I Д4 • н о ю £ ч

I Н | о о М Ф

ϋ ©> 4 ω ф сп σχ ό см ко

О о ΙΑ

© 0 СП О and © and and © см © СП см ΙΑ © 0 0 and см 1А КО ф 0 О КО © 0 and 0 СП - CM

О 0 and σχ σχ о Ф О and σχ 1А σχ ф о Φ СП σχ σχ о о and and σχ © ОХ о е

О ОК

Ф xt σχ

о

о

© о а ©

LA ОХ OK (М

а о а о о xt σχ σχ

0 0 М © - со ох d сп

а ОХ

ОХ

о о гл

О

о

О о

о

О о

о о

о о

о о

о о

о о

о

Χίο

Χίο

Λ ο ι и -Η Φ Р Р Р Р Р Р Р Р Р 4-> Р Р Р Р Р PH ο ей ω т ф ф ей от от ф ОТ от ф ф от ОТ от ф ф от от ф от от ф ф txcx со о О о * 4 h 0 о О £ 4 □ о £ 4 £ 4 0 0 О £ 4 £ 4 о о £ 4 о о £ 4 £ 4 N со Λ4 а а. а. а а CL а. а а о. о. а а а о. а а а а а а о. а а а.

о чв ο Ο 0 Φ φ ο Φ φ Ο 8 8 Μ чф 04 b- t- ί- m α) φ 04 / ο 1 <о во Ή 34 W ο 04 ο Φ 04 8 φ со α 04 8 φ 04 ο 04 φ 04 8 8 1> β φ φ Ο 0 ο φ Φ Ο φ ο 8 8 Φ * 4 X Β 04 / CM 04 / □ 4 04 / 04 / Β 04 /

X φ Ο φ Φ φ 0 0 X φ * ~ X X ’Μ ' X t- C4J 40 IX Ο X Ο X Ο 0 8 X X X 04 / 04 / CM φ C4J φ 04 / 04 / οο ο Μ φ Μ ο Φ W Ο Φ pq 04 / Β φ Β ιχ 04 / а. - 04 в

ο • Η 0 Φ X X φ ο φ Ο φ Ο X ο X ο 0 Μ * 4 IX Ο> 04 / 04 / 04 / ΓΗ 04 / - 04 / t- 04 / X 04 / Β Д4 Ο φ 0 X X Φ Φ X Φ φ X φ X φ X φ X Й 04 / 04 / 04 / C4J 00 ΟΟ IX 04 / 04 / ř * b- 04 / 04 / 04 /

m о ГЛ X 1 Ό X (ч X гЧ X X X о X о о X Ы α X X X X X X X X 34 m Η 4ý- X гЧ X О X X X X о Ρ X » о ω СП <п m СП гЧ X X X гЧ Η X о о о я 0 ω

д о and о хВ ХП о их 0 (0 я о а СО О 0 см со 1 0 • 04 0 ř— <а а тЧ о 0 ω О О 0 ЛИ ω ί- 1— 40 - d 04 / 1 »Й а ф ο 0 0 ω 0 δ ω 0 > д а со 00 40 04 / ti гл 1 Ф 1 тэо О Ή .гЧ о 0 0 0 0 О 0 at> Д 04 / 00 их со 00 04 / 04 / ю • Н ОТ о л О 0 0 о 0 о 0 ДЛИ см UX ОО -м- их см м а р ° о Я О О Я 0 о о Л д см 04 / см оо со их ti СМ

0 0 W 0 0 0 0 О * - их а их 04 / - ί- 0 0 0 0 52 0 ο о 0 СМ 04 / 04 / 40 04 / со их ем AND- я 0 Я Я no 0 Я 0 0 см 00 а 00 их со о Ι- 04 / 0 0 о 0 ο 0 0 04 / 04 / 04 / 04 / см ч- СО 0 0 0 0 0 0 о 40 СМ СМ со их CM Я 0 Ж 0 о я я 0 0 см 40 со СМ с- t— CM СО

>> <D Д *> 0 со 0 00 я е о 0 40 co 1 Φ 13 '>> ► на 0 0 о о o and o их их 1 Ф го Ф o what ХП-Н 0 X 0 о 0 AND X АД по их их их О | O о _х ΊοΎ 1 o та a 'O'> O no 0 0 я 0 я ζγγζ <o> a со 04 / 04 / со t— см Υ AND 1 of о = CJ у Λ ° Д.Н я 0 0 я 0 of £> д см 04 / 0Х с- со гч O 1 ЛИ ω • И о о я 0 я я г » AND what Ю Д AND- их с- AND- 00 .X £ ' Y 1 Н ► ] а а 0 0 0 0 m а д со 04 / 4D 04 / X Н 1 О о N Ф л а '>> ω 0 0 0 > 4 Оч о д 40 40 со 04 / 40

0 я 0 0 Я о 0 Я 0 0 Я 04 / а Tť оо 0 с- ti Г- О \ 0 0 0 0 0 0 0 0 0 0 С— см 40 см СМ СМ Г- Χί- см 40 0 0 0 0 0 0 ο 0 0 р ~ г— со СО СМ 00 0 0 0 я Я Я 0 Я no Ж 0 о Ж AND- 04 / см см 04 / со 04 / 04 / см см AND- AND- 0 о 0 я 0 о Я О 0 0 0 04 / 04 / * - СО 04 / 40 см 04 / 40 00 о о 0 о 0 Ж 0 0 Ж О 0 0 со 00 40 их со 04 / их i.e- 0 0 0 0 о 0 о Ж 0 04 / их 40 04 / их 04 / со «± СО о о > 4 0 о 0 0 Я 04 / 40 00 40 04 / -

о см о см о

см о см о см чо

Tjθ ’* чо ч · о

Tjо чо

а О I ОТ -гЧ Ф Р Р Р Р Р Р Р Р Р Р Р Р Р Р Р • ДНО от от от ф ф от от от ф ф от ф ф от от ω ф ф от от ф ф от от от ф ф аал о о о д д о о о д д о д д о о о д д о о д д о о о д д N л ЛИ and О. а а а си а а а а а а а а О. а а а and and а а а а а and and

ж я ж

к and IX-R continued пГ * Я

а л н йГ я мя я

СП ад ж

гЧ о я

I й

о 41 О ЧО о с 3 ° 0 0 0 0 0 МП см а о «- О ' © © 1 0 со «ч о 8 0 0 no 44 0 оо СП С— © 1 »Й φ ф о 0 0 0 > й а О ' О ' t- О ' 1 Ф 1 тэ č О 4гЧ -Н 0 0 0 0 8 я 00 О ' Ф

0 м 8 О 0 О 0 о СЭ 0 О ' в © LA - t * · см © О ' о О ' 8 0 О ' о О ' О tA 8 О 0 1А © 8 о W 8 Μ X 0 о 0 and and в 04 / О ' О ' о О ' 8 'of 8 о and 0 04 / О О 1А 04 0 О '

and

XJ • и ω о ω й 44

0 0 0 0 0 О ф со ж см О 'л ю -

0 0 0 0 0 0 0 О ' СМ О ' в О ' В О ' 0 О ' 0 в 8 0 в 0 О ' 0 В 0 0 0 0 0 о 0 0 СП 40 СП Ф см О ' О ' 0 О 0 0 8 0 0 СМ О ' 1А О ' © В

0 « О 0 0 0 0 Я С5 04 / О ' Ф © О ' ÍM О ' N о 1А 0 В 8 М В 5 8 0 О ' 0 no 0 8 0 0 О о СП 40 Ό 0 0 Ф 0 о о о the - г- си ©

0

О 'О'

I 44 • н о ю Й гЧ ►

X »й

0 0 0

СМ О 'ш со

0 0 0 0 (А О 'СМ «А О'

О 1 О о

N ф

о

О 'О'

см ř- Ό

Й 0> Ф s <о ш Л44

о см

х> О I W -И ф Р Р Р Р Р Р Р Р Р Р Р Р Р Р Р Р <3 й о (0 <0 со оо « ф ф со со φ ф 00 со φ Ф со « φ ф 0) со φ ф со со со φ ф а а со о о о о о й й о О й й о о й й о О й й о О й * о о о fe fe «СО 44 а а а а а а а а а а а а (X а а а а а а а а а а а а а а а

Ή «3 > аГ 0 ю со й 44 О а « 40 1 й « 0 со «Г 0 44 гЧ ф « 0 3 J0 аз Е-1 си 0 0

0 Н О 0 0 0 0 0 0 0 СП 0 0 0 0 0 0 - 0 0 гЧ О гЧ 0 0 0 гЧ О 0 r-i 0 0

CgH ^ O Cl Cl Cl Η post 0.4 9C 9C 2U 9H 5C 5G 8G 4C 9C 2C oC 9C 60 for 0.4 9H 9C 9H 6G IC aE 9H 8G 9G aE 9G breast 0.4 7G

O ЧЯ У я 0 XD © а CM i a ® H Jd trt 8 8 8 o CM Γ8 O O O «4 O- σχ σχ а 1 Φ 1 nu OH H and> a o UV 8 8

O ж Я σχ σχ σχ 8 Μ а 0 σχ 8 8 о е см ос 1 о Э 0 W о ΙΛ ® а S 8 я σχ 3

о я я 8 8 сп σχ σχ 0 t- я σχ 8 ‘g

8 8 о Я см σχ 8 О Я CM t * “8 2 8 8 O Μ σχ а 8 8 я сп 8 8 СП 8 8 8

к and IX-R continued

Я я я см о 0М оГ Я я СП я 0 я Я фя я Н о я я я СП Я н č о си я и СП Я о о СМ о о г · Я 0

* 8 xn O CN 0 0 M a 8 O ON 8 § 3? 1 O 60 Ή 0 0 0 O 0 O 8 0 X co XO HE HE cn X HE l> fi X O φ Φ 0 0 O 8 * a HE cn 00 HE 1 Φ | ΌΟ O Ή -H O 0 0 0 8 O at> й 0 HE IA XO HE

O 0 O W 8 © cn and X O 8 O © e> O © CA cxl CA HE XO HE O 0 O 0 0 У M m IA HE (0 WHAT and O 0 O 8 O © and X and and HE

Ю • H W o co © ЙХ cn

o O O O (N Ό - X

CN

0 © 0 O O-CA sp IA CM

AND

About it

AND

o (N X ON x ON 8 X ON X ON 8 X HE X ON O cn About CA O $ O CM 8 8 0 X O © w O © X 0 Φ X 0 © © O O X e> 0 X cn 00 and cn He HE cn 00 HE X properties Sp X cn HE HE CA CN what © © © © O O © O 0 © © 0 cn XO 00 OO CN cn m X cn СП © © © X O © © © O © © © 0 CN 40 0 HE CN CN CN properties Sp oo cn cn X © X O © X 0 © X 0 © O © 0 © X © 0 X properties Sp HE HE properties Sp HE X XO HE HE X CA X CA cn HE CA HE IA HE X © O © © O © © © © X O © © X 0 © 00 HE properties Sp HE HE CA HE HE СП 00 HE HE (5 IA CM X 0 © X © © O © © 0 0 © 0 © 0 X 0 © © 0 IA HE HE cn HE cn HE HE OO cn CA ’Ф CA CN HE CN HE X CA

o cn

X 0 © O 0

CN sp ON XO ON

o 0

CA 00

OJ

X rH a

Eh

О X O 0

CO ON 40 XO ON

Q 0 X ΙΑ СП XO

O ON

oT * X X X X X X X ° cn X o CN § X m X 0 X o CN m X o X

(AND X X X X X X X sp X X X X X X X O cn cn cn cn cn rd X X X X X 0 Q Ď4 O O O

· 6

о МЙ о Н О о О о О О О О о Й 1 о о ХО ох в t— их см t— их σχ чС СМ ОС ) их σχ 1 ⁰⁰ со н о о н и 0 о О О о О 0 о о О о м <л СК их а t- ХО СП г- ск СК СМ их 1Л Ь 1Л 1> Й φ ф> 4 а я н в & 8 о 5S сп оо 0 ОХ 8 8 X см о 8 8 8

CXJ ХО ох СМ

О О ООО см хо их сК σχ

AND

К)

О О X О их - ох их ох

их

О О со -мН

о о X о Ох ГП ОХ »-

О X X ох см t— ОХ см СО

I >> ф

4Ю

ООН о о-си а о ХО

О О о о о их> в их σχ

их ион см σχ ΐΛ σχ and φ ι

Ф Й'Ь> гЧД О О о

ОД о ч * © о

о о-© о х о о σχ «- σχ к and IX-R continued а

ф н

0 ί- О см О © о о о 0 с— 0 σχ 0 ХО О © ° g ω их о σχ X σχ Ο о X X о X О 0 о 8 X X О X о о X σχ их ох см σχ их сп ί- CXJ ох СП с— их CXJ ох σχ 0 В X 0 о 0 О ο 0 X 0 X X 0 X X © их ох см AND- СМ © © σχ ох ί- CXJ σχ ох σχ О X о о о о 8 О О X ο о О о О X © σχ СП σχ см σχ ох их СП © см σχ σχ 8 о 0 о X О X 0 X 0 0 no 0 4t © см чС см m ОХ см их с— ХО σχ А 8 No. ω 0 Η А 0 X ω 0 X о ОХ ХО м · ю ХО © ОХ ХО AND- ХО ОХ

• μ · чС чС 4t • м · м- м · 4t ч $ - 4ř 4ý- 4fr 4ť 4f 4f чС -М- 4t 4ý- μ · чГ ο О О О о о о о о О о О О о о О О О о О о О ο О «Ρ Ρ Р Р Р Р Р • Р Р Р Р Р Р -Р Ρ Ρ ω φ Φ ф ф ф ф ф ф Ф ф Ф ф М ф Ф Ф ф φ Φ φ Φ φ Φ ο о 4 о о о 4 4 о О о 4 о О о 4 О о о 4 4 Ο ο 4 а а а а а а а а and and and and а and а and а and a and а and а а

о оГ И X

ю СП

л

й о А о хв 0 No. 0 0 О о МП σχ 8 σχ со ι а Φ Ή о О О 0 о о О 0 Μ от σχ σχ сп σχ ΙΑ σχ см χ © 1> Й φ ф о О 0 0 and 0 > й а d σχ σχ σχ 00

i φ ι тэ о

О Ή 0 α t> t с ь í í

С σχ ί

XJ

V)

0 0 0 ο 0 0 ο 0 Ο ΟΊ ΙΑ CM σχ σχ t- О о 0 ο Ο 0 0 0 0 Я 0 IA LA σχ ΙΑ € 0 ΙΑ χ © σχ he Г- 0 and 0 and 0 0 Μ σχ σχ 8 σχ 0- 8 0

cq О о - oo σχ

0 0 0 о <л σχ <σχ σχ оч

гЧ | О О

N Ф ФА ^ Ч о

&

О m О г- 8 0 40 ο ο Q and ж 0 0 χφ σχ σχ 40 t- 0 0 Μ PU 0 Μ LA Ch, 8 σχ σχ 8 0 0 ο 0 σχ 00 ΙΑ о ο ο 0 40 о and 0 0 0 0 0 m σχ σχ m σχ 00 0 О 0 23 0 см t- с ~ 00 0- 0 0 0 0 ο 0 ΟΊ σχ 00 40 00 0 0 О 0 0 0 0J ia σχ m m σχ Д 0 0 0 Η 0 σχ χφ σχ χο

Ο ο 0 0 0 0J χ © Ο 0 οο σχ

о О

СМ

ο 0 40 0 Φ 0 m σχ CM 0 0 0 σχ σχ 0 0 0 40 - 40

0 о 0 0 0 0 СМ 0 0 0 ΙΑ χφ t- ο О 0 ο о 0 СМ 0 0 о 0 0 CM 00 см 1А σχ 0 0 0 χφ m and 0 0 СП СМ

0 0 0 OJ СМ 1А о 0 он σχ 0 О 0 σχ 4 © ОХ о 0 хф 0 0 ΙΑ хф

0 0 0 О см t— см <η σχ

0 0 40 ОХ 0 0 о СМ ОО

0 0 0 « 0 0 0 0 0 0 СМ со СО 1А σχ 1А σχ е- ОХ

0 0 н 0 0 ω 0 Н 0 0 н со 40 СА ох хф ох 4 © СМ 40 40

Xt чф Хф ^ Ф хф хф О О О О ♦ «« к * м

О 0J СМ OJ CJ

ООО см см см

О О о о о

CM CM OJ СМ СМ

см σχ ř-

σχ

σχ хф хф хф хф хф о

А

О 1 из · η ф Р Р Р Р Р Р Р Р Р Р Р Р Р Р Р Р Р <зн о η от от φ ф от от от φ ф от от от ф ф от от ф от от от · ф от 0} <0 φ ф а а л о О о й й о о о й й О о 0 й й о о й о О 0 й й о о о й й N CD М а а а а а а а а а а а а а а а а а а а а а а а а а а а а

oF

О СП - m 40 0 « 0 0

гЧ

о 0 О 0 • 0 0 ы 04 / 04 / а 04 / - 00 а

0 0

ГО t-04

0 о о

04 04 04 о

со

со гЧ

Я д

<0 н

X X и X эй л а а

О О их 04

1 Ф i таи ΟΉ-Η сх> я 0 а 0 04 0 а 0 04 . 0 04 / К) • н 0] о со 0 0 2 0 0 ЙЛ4 00 04 / 04 / СМ хч со 0 X 0 X о Д с 04 / 04 / 04 / 04 / их

»Й *>

0X0 О0 м- со а 04 см со

О 0 СМ 40

СМ

X

чкф 'о 0 ы й *> 40 04 а со ф о

XQ -H

0 ³

О 0 0 О 0 о - ОО · - 39 от | ф d '>>

> НД и 0 о 0

О Д о СМ 04 Н. 04 /

I 44 • H о Ο й

д я

8 0 04 0 0 0 0 04 t - 04 X 04 0 04 / а о X 0 0 0 0 м 04 КО 04 / 04 <* Х 05 Г- а

д О I оо. · <о » Р Р Р Р Р Р р ОН 0 (0 от ф ф <0 со ф ф со СО <0 φ ф * а сх со о о й й О О й й о О о й й Ф Ф44 л а Си сх СХ 0. сь а сх сх сх а а »Г гЧ 0 X X

Fri . ^х X X их X X X no. х ^ X X сп X 0 m X гЧ 0 см § ' X

no

0 0 0 04 04 04

д - О 1 ОТ -И Ф Р Р <JHO со от ф ф схсхсв о о й й N Ф44 сх сх сх а «Г X

X · ф со л ф > р * X к о н й сх and их со X X я 44 со > гЧ о 44 X X я СО / сх д о · ф ► СП СП X ř «  ж X 0

.

η со X X 0 ΧΟ -Η ад Ο 0 co b- U о »о ΎοΥ 2 »© Z AND ο • 0 Д Ό 4 >> Ο «> Ζ> о <41 X 1 <1 Ύ AND 0 = 5 1 3 Φ Λ ο ρ · Η о 0 Ί £> й в В X ζ 1 Λ1 СЧ О ГХ ω α: • X ο XJ Й § 0 04

0 0 о 0 0 о 0 о 0 0 40 X 04 / 40 сл см 40 см О 0 0 о 0 0 0 о о 0 0 04 / 04 / 04 / 04 / * - t— X СО 04 / О 0 О 0 о 0 о 0 в 04 / в 04 / 04 / 04 / в 04 / о 0 о 0 о 0 X 0 о о 0 04 / 04 / 04 / 04 / <м 00 СМ 04 / X 04 / 04 / о Ф 0 no 0 0 0 0 no 0 0 <41 04 / X <41 со 40 <41 Ч * см no X о р X о Ф о о X 0 в 04 / в см 04 / ГЛ см <41 оо Чф о 0 м о pq о 0 ра 0 X КО 04 / в в в 04 / в 04 / 04 / О 0 0 о 0 X 0 0 о о гл X <41 X 04 / см 0 0 X о 0 no 0 0 о о X СО 04 / X со в X X 0 X no 0 X X 0 X о о о X X 04 / 04 / 40 04 / 04 / СО 04 / СЛ X X 04 / 04 / О м о no X о 0 X о В о в в 04 / оо 04 / Э Ф 0 о X X 0 о δ X 04 / 04 / 04 / ΰ 04 / со ί- <41 СО <41 О 0 о о X 0 о 40 04 / 04 / <41 <41 04 / 04 / О 0 > 4 о X 0 н о 4f 04 / 40 04 / X 04 / 40 04 / ч * - ч # - xf хГ 4t ч $ - о о о ο о чф xt О О О О о о о о о см <41 <41 см см о о о р • Р Р Р Р Р Р <Р Р Р w No. no Ф ф 03 / W ф ф IN) <Л (Л ф ф 03 / со ф О о о й й о о й й о о о й й о о й О. а а а а а а а а а а а а а а а а X X X X

100 h о Д и

OJ 0 ο Ο ο Ο 0 ο ο ϋ 0 ο 0 Ο xo ί- (XI 00 οχ - οχ OJ 00 1 what CO й 44 m O 04 / 0 οχ Μ tí ο <* χ 0 UX 8 0 οχ ό 1Α ο. 8 8 8 f »C Φ φ * <f 8 0 οχ ο οχ Ο οχ 8 0 οχ 8 8 0 ΰ 0 οχ 1 Φ I T9 O O X -H Ο ’ 0 0 ο 0 ^λ ο 0 0 0 8 0 0 ιΑ οχ οχ β οχ οχ οχ β - 0 οχ

H 0 8 a> οχ α £ οχ oΦ οχ

ο _ζ ο ο ο ο 0 0 <5 ο Ρ 0 0 ο 0 φ 0 OJ οι χο 04 / οδ OJ ΙΓΧ 04 / XO οο 0- 0 0 ο 0 0 ο 0 ο H 0 0 0 0 0- Φ * “Ιτχ (XI ο- ⁸ οχ ⁸ οχ οχ οχ ο Μ 0 ϋ it ο Μ Ο 0 W O 0 Μ ί- Β Ο · ΧΟ k £> 00 οχ ΰ ΧΟ οχ ΰ the οχ and ο Ο Ο 0 ο ο 0 Φ ο 0 0 0 ο 0 (XI ΙΑ ΙΑ 00 οχ οχ σχ ο ο ο Ο ο 0 0 0 φ ο 0 0 ϋ 0 0 ΓΊ ο (XI 00 (Λ οχ οχ - OJ 00

го SOS <*) I o t O T9 Λ OS Ο «> Λ 0 οχ 0 οχ 0 00 ο 0 λ x οχ 0 ί- 8 № 1 9 φ AND Л о of 3 · η 0 0 0 ο 0 0 0 = 0 1 * 4 * 4 0- οχ οχ XD οχ X z 1 44 • Η Ο 0 0 ο 0 0 0 гм Κ> β OJ οο ΙΑ ΚΟ O Os (Λ y_. cc 1 Η ^г y <? CD c β ρ 0 0 ο 0 Ο Γ Λ ΟΊ οχ μ- οχ ΙΑ / > rd 1 x X Ο Ο Ν φ ®Α >> * 4 ° C 0 Ο Φ Ο 0> 4 ο ΟΧ C0 οχ ΙΓΧ οχ <0 ιτχ

0 0 ο φ 0 Ο 0 0 O 0 0 οχ οχ οχ οχ οχ χο οχ οχ φ οχ οχ ο 0 1 ϋ Φ ο 0 O 0 0 »Οχ οχ ΰ οχ LX οχ οχ Ο 0 0 ο 0 Ο W 0 0 0 οχ οχ οχ ΰ a. IA οχ οχ 0 ο 0 ο 0 C> οχ φ οχ C0 οχ οχ 0 > 4 0 Q O οχ χο οχ οχ οχ

«F 'Φ * Φ s4 O O Ο Ο Ο

-Φ Μ «· · Μ

Μ · Μ SF · φ sF -Φ Μ · Φ

CU <Ν OJ 04 OJ ο OJ OJ 04 ο

Λ Ο 1 Μ · Η Φ Ρ +> Ρ Ρ Ρ Ρ Ρ ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ • 3 rd Ο от (n ω φ ω W ω φ φ ϋ) W от Φ φ ω W φ φ α w φ φ ω (Λ (a) φ CU Ο »Φ ο ο ο 14 ο Ο ο й «4 ο ο ο (4 $ 4 ο ο μ ? 4 ο ο h $ 4 0 Ο Й $ 4 Μ 01 Λ! Cu CU α α CU CU CU CX CX α α ο. cx α ο. and cx CL 1X Cu cu сх CL Q α ο.

Ή 'З ί> 0 0 0 а > o what й Л4 O α σχ ω 9 χο fe 0 rd O O ΙΓΧ Η r4 CJ « 0 AT Ο 44 sF ι-4 « 0 0 ~ 0 3 Λ « οχ гН г4 Η Η 0 Ο 0 0

0 · 0 γ4 0 σχ 0 0 O

0 0 0 0 οχ 0 Ο 0 Η 0 г4 0 οχ 0 0

101 й о Дм

ϋ 40 о Ф 0 0 φ & Φ ο 0 0 Η 0 Φ хо © ь- σχ © σχ ω σχ Β СМ σχ 1 л CD чЧ о о Φ 8 0 0 0 0 0 0 2 ο ο ЛС W © ÍÍX σχ σχ σχ σχ σχ σχ σχ СО 1> Й Ф Ф о 0 0 0 0 0 0 0 Φ ο φ ο φ 0 * 4 сх в σχ ΙΑ σχ σχ в σχ 0 σχ Β σχ ΙΑ σχ CM I Ф ОМИ 0 0 0 φ Φ Ο 0 8 φ 0 Φ ο φ 0 а> а σχ σχ (Α σχ σχ ΰ σχ σχ Β σχ CM ь- ь-

Ю чЧ (0 Ο <D я 0 о 0 0 ЙЛ4 ί- χο см σχ ь- V4 (0 st. * H Дм 3 o ο Я о я Л Д σχ σχ σχ σχ 1 'СъФ О 0 Я 8 Я й> « Φ σχ В в

о Я О 0 о О 0 ф ь * СП σχ см С- t- о Я о 0 я в ох 1А ох ОХ о О Я О 0 я 1Л ОХ в 1ГЧ © в

о Я о 8 ох ох см 8 Я о Я О О ОХ СП © СП © 8 Я в 0 ф Я ох

⁰⁹ 1 ф 3s>> гЧД 0 0 о 2 о 1А σχ 1 Ф Ф о ИОчЧ 0 0 О.Й Ф © • Ř А '8t? 8 О О Я IA ох Ох Э ^ф □ чЧ О Я 0 £ * 4 см ох σχ 1 Л4 чЧ о я 0 Я ю й m ох σχ 1 гЧ ► со со а а 8 Н 1 о о N Ф 44 АЪ 44 О С 8

о 0 о я о Я о о 0 У о Й 1 о о Ф ох <м ОХ ох ох ю t- со СМ ОС 1 0 я 0 Я 0 я о я 0 0 σχ σχ ох ох СО ох © в см 40 о 0 Я о я 0 0 я 0 я δ S 0 ш ох σχ ох ох ΙΛ σχ ох в σχ о я о Я 0 0 я 0 я 0 0 0 в в в в ОХ σχ ох σχ в ох см σχ 0 0 Я Р О Я Ф 0 Р Ф я 0 0 0 0 ох ох σχ СЛ Ох в ОХ ох 1ГХ ОХ ох см га см ох

σχ о σχ \ о σχ

CM

X φ φ со

О σχ

8 <8 ί> ο

Ю со сл

AND

X л Jd

А ® Еч

Ф ф ф Ф ф Ф ф ф о о о о ф ф ф ф ф ф ф ф ф ф ф ф ф о о о о о О о о см см см см о о о о о о о о о о о о о Р Р Р Р Р Р Р Р Р Р Р Р Р со со ф ф со со ф ф со со ф ф со со ф ф (0 со ф ф т со оо ф ф о 0 й й о 0 й й о о й й о о h Й о о й й о 0 о й й Р. а я а CL сх а сх сх сх сх сх сх сх л сх сх сх сх сх сх сх сх сх сх

оГ я

СП X

*> я й о ΓΊ я о Н о сл я я я я ф я я я н 0 СП й о СП я гЧ я © о о

гЧ 0 я я я я я

я я я о гл я гЧ 0 0 я

102 ti Я o xtí WJ.

I 0

Ή

0

I> ti Φ Φ Kj a

I Φ I T3 O ΟΜΉ X> ti

V4 0

O

O

Ο

АД o

AI bX

AI тэ 43 «> 43

X ΑΙ

p H я 0 Φ ο e I 0 ο Φ ο Μ ο ο ο Μ what b · Μ- * - 0C I ΰ ΑΙ αχ ΰ ΰ αχ αχ ΑΙ ΰ 1 M Him я я X Φ 0 0 »Φ t> X Ο Μ ο ο η Μ Ю й b " C- m αχ - α I Οχ UA αχ αχ ΰ αχ ΰ ΰ ΰ

П * H φ «ОНО

A A ® N βθ M

xř Χ> -Μ- Xt xf- • φ xf- xf- 'φ XT Xt xt O O ο O O O O O O O O O Ρ Ρ Ρ P -Ρ P P P η η (0 Φ (0 ω Μ φ Φ what η φ 0 ο Ο ti 0 Ο 0 ti ti 0 0 ti CX А ο. 0. α А ο. Λ Ο. AND 0 « Q.

<*>

U for u, 4 for 2.0 for 2.0 for 0.4

I k and IX-S sequel eT ti o

H

Yeah P4 X X IA rH m X X O 0 Xť X X X

X X X X X X

m rH

X O <n

AI юз

О сл 0 σχ Я в 0 CM X σχ 0 tfX X σχ 0 CXI 0 0- Я в 8 0 ОО • 3 0 ιτχ 0 σχ я в 0 0 о о о 0 0 0 0 0 0 0 tfX CXJ oo оо 1ГХ CD ιτχ 0 0 о о о 0 0 2 0 0 0 X tfX со со СП см σχ CJ σχ Q 0 X X О X 0 0 X 0 0 X 0 0 X 0 X US σχ σχ CJ СО со ιτχ σχ σχ CXJ оо ОО оо σχ σχ σχ σχ о X X 0 0 0 О 0 0 0 0 0 0 0 0 0 X ом σχ σχ <XJ ф US - σχ σχ σχ 0J σχ σχ 0Μ σχ σχ X 0 о 0 0 X 0 0 X 0 0 0 0 X 0 X X σχ φ ř- ОО CXI t- CJ оо - σχ см ř- σχ СМ σχ σχ о X 0 X 0 0 0 о 0 0 Р 0 2 0 OJ со σ \ m СО ** · σχ us σχ CXJ ιτχ σχ С0 σχ X Ρ 0 X 0 0 0 0 н 0 ΰ Η 0 ο OJ σχ σχ * - 1СХ σχ со σχ ф ОО σχ φ σχ СН -E μ- «μ- о о о о ООО о о ООО О ο ο ο ο ο ο O о ООО OJ CU CXJ CXJ OJ си OJ OJ CXJ OJ CJ 0J см ΟΜ ΟΜ ΟΜ CXJ OJ

ω · Η ω Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ Ρ ОН ο 00 ω 00 Φ Φ 00 W Φ 00 00 φ Φ со 00 « Φ Φ 00 no ω Φ <ο 00 φ Φ Yes ο ο Ο Й Й ο Ο Й ο ο й Й ο ο Ο Й Й ο ο ο Й ο ο Й Й N СО Λ 4 А А А А А А А А А α А А А А А А А А А А А α А А А

ό X 0 X 0 ό 1 1 »Γ 0J ο ΙΛ ω ω 00 οο (* X οο СО 0 X X ΟΜ X X L 0 0 X ο 0 0 31 'Ή X X X X X X ιτχ X X X X X X 'φ X X X X X X X οο г СО гЧ X X X Ο X ο X X 0

104

fa ’Fa а о Д <s МП 'Λ о S 5 М о хо - а б 0 • я ОТ

1 0 0 «Я X ОТ Я 8 © σχ X »* 4 1> Д а φ ф> fa а 8 8 ф * 4

8 and ΰ 8 Μ and 8 8 8 8 © ΙΑ 8 8 8 8 8 8 и σχ о о xf σχ 8 © σχ О σχ 8 8 © <л 8 8 8

Ή t> ο Ю

Ш

X гЧ

Λ

Η

от ι

Ф з * >>

8 8 8

О О ια σχ

σχ

3 Φ © © © 5 * 4 ΙΑ σχ σχ

Η ►

0 О © х> й ь-σχ

о σχ> φ Д

8 ° ° ° αχ <xj <\ j <xjcm

ο © © 0 © О © ΰ <Μ ΙΑ b " ΙΑ - xF ь- 0 and and and 0 σχ σχ σχ σχ КО Ο © W 0 © a 0 ΙΑ σχ and ΙΑ OO a КО

Р Р Р Р Р Р Р Р т от ф со от ф ф от от ф 00 от ф ф о о fa о о fa fa о о fa о о fa fa а а о. а а а а а а о. а а а о.

аГ and O X m and 0 m and o 1Л X and and r4 КО 3 and and and « and Λ m 0 m m and m r4 and « 0 and O O

105

И о Ф С5 Ф О © 1 ю й м ΙΓΝ properties Sp сП ΙΓΝ X О Я © о О X Ф ЙЛ см X X О X О о х а »й £ X я HE СП см HE см со X Р о X о о AND Jd С HE см HE см '>> ф О Ф М О © м й * 3 properties Sp δ- а С \ 1 t- в ф ж *> * '>> О м о 2 й СМ в IÍN ω о > d О о о © £ о £ ь- со properties Sp СО О 1 Ф \ of ► н © о О К о КП X © У © © Yoť о £ СМ C4I ас 1 40 со ICN ΙΓΝ Υ ^ζ 1 Ф Ф о КО X © О О о AND ас СП CNJ - та а 2 'О% О о Ф X X © 0 = 0 (О t> a СП ΟΝ HE СП со со X ^ч >> ь

post рге cn

О X

X č

о а

ф

ЕН

О гп

106

о чй

МП

о 0 О « 0 гл - 00 d ОХ

0 0 0

40 Ох СМ • н

0) эд

0Д 0

СМ ч * · их

0 0

А- А- ОХ σχ ω σχ>

0)

0 0 0 · - σχ о о 0 σχ х σχ ο 0 σχ σχ

0 0 Ο 0 0 - ϊα οχ σχ σχ σχ

Ο 0

СМ

0

CXJ 40

(Μ см σχ

О Ж о О о Ж см οο сь σχ ->>

0 σχ σχ «00 in σχ oo

0) о ф 3 АН ОД

о 0 cxi

СП CXJ

Τ

No.

OJ эд гЧ л

what

О о см

О их

И 0 Ж Ж 0 в см см СО Ох «00 σχ σχ σχ

0 0

ОХ - м0 0 0 0 0 * - их - xfr ко σχ

0 0 0 см σχ σχ σχ см

σχ

О 0 ЭД 0 0 их а · их сл ох

0 со σχ

«О Л Чч О

Л О I

И <Н ф

их ко о г *

О 0 ► <Ж 0> Ч * - СП 40 СМ СО хо и 0 А- Ох

о

о

о

см см см см см см СМ СМ см см СМ СМ СМ о о о о о о о о о Р Р Р Р Р Р Р Р Р Р Р Р Р СО Q ф ф СО <0 со ф ф it <л it ф it » ω ф ф it м ф ф о э Й й О о о й й о о о й о о о й й о о й й а а а а а and а and and а and and а and and and and and and and and and

О О О О СП СП СП сл сл Ж Ж Я Ж ЭД 69 0 0 0 0 0 О О О СП СП СП СП СП Ж Ж Д Ж ЭД X о 0 0 0 О

о

107

СО X г-Ч а л со н

0 = 0

X

Z (М О

со и ф у оЙ о 1 Ф φ о Xflrl о а 0 >> > о ТЭДЭ * О О о е СО ХЭ со Ф О • н ъ AND 3 о Л4 Л4 О Ь 1-t О Ю СМ Л4 Ή tí гЧ > СО О 0 £> чо σ \ н & о о N Ф сохз 0 <й о

л XD ХЗ

о

о

о о 0 см о О 0 35 со 35 см 0 и \ 35 σχ 0 СМ 0 (М 0 ХО 0 СМ 0 Ц> 0 1ГХ

О О см с-

О 0 X см ао \ О

V 'V'

ООО о о о о

Х> о | (Л -гЧ ф р Р Р Р «Он о (0 со ф со . No. (0 0) ап. со о о О о о Р N со ди а а о. а. а о. о.

со ди гЧ

Р

JO со н

m о Г 35 О 35 О КО 35 33 гЧ гЧ « О о

106

IX-Y Continuation Way Ratio Bean Cotton Sorghum Corn Soy Wheat Rice Corn Dew-Beet. kasia echor aplication kg / ha common bobica deaf leg

O О 'o 0 o

IA © О '

O 0 o

IA СО О '

0 а О '

0 M axis t- a

О '

О '

СА

О '

0 0 X см © 40

О '

О 'О О'

О о о о о · » СМ СМ см см см

Ф Р Р Р

О О О О О О О О О О О О й а о. о. л о.

со 0 0 44 X гЧ ! см rJ 4D о 0 а Х2 со m m 0 н Q

109

The applicability of the compounds of the invention for selective weed control in wheat was first observed in a number of greenhouse tests. The four tests described below (A, B, C, D) illustrate this applicability.

Test A

Two 25 cm round plastic bowls are filled with fertilized and lime-treated soil (Fallsington sew). In one bowl sew a pupa, wide and several grassy weeds. The second is sewed soybean, flatwood (Cyperus rotundus) and several δίΓ ^ οϋ ^ γΡ weeds. The grassy and broadleaf weeds have been used below! Species: Rosaria (Digitaria sannuinnlis), Corn leg (Echinochloa crusgalli), Deaf oat (Avena fatua), Halle sorghum (Sorghim halepense), Shear (Seearia fabeeii), Limegrass (Poa pratensis), Brome (Bromus secaHnus), Mustard (Brass ), Beetle (Xanthium pennsylvánicum), Pigweed (Arnaaanthus ret ^^ eKus ^ Monster (Aeschynomene virginica), Pochard (Ipomiea hederacea), Cassia (Cassia tóra), Sida (Sida spi ^ sa), Parasite (Abu ^ il-on theop Two 12.5 cm paper cups were filled with treated clay, one with rice and wheat and one with sugar, the other with four pre-emergence treatments, i.e. the compounds were sprayed. on the soil surface before germination of the seeds.

days after spraying, the plants were inspected. The results of the observations are summarized in Table X. It should be noted that wheat has a greater tolerance to the test compound than most weeds.

The letters in Table X have the meaning given below;

(AND)

so ₂ -nh ~

(B)

(C)

(D)

o / ^OCH 3 || N— (

SO ₂ -NH-C-NH- / ON

N — ý

OCH ₃ (E)

(F)

110

в ^ лолхпэ CM t — t— eoTuegj O 0 a © co qoq ÍAOpos 0 and t-t- uernung 0 ί- Xjuaetmxsped ο ®PTS o and X X ^B T ^SQ X 0 On eoppxAOá O M t-X $0 $ βΛ% θΝ O®Sum aoqopg 0 xí- oeAB ^ sBq 0 O uedag Ο M © m eoKOOH 8 eof 4ЩПЯ O de ^ aAg 0 c— eoyudxq e m t-x O Íjsdaieq ^ oijQ S3N Хцопщ saao 10 m

Pre-emergence soil treatment wq gsa eqou 0 ^B 32O ^SO H 0

0 44 0 a © Nfl 'ib O Q 44 O 0 P 3 C

CM αχαχ M 0 M O o αχ 0 Φ o 0 4t OJ Φ B o M M o 0 M * " © - αχαχ 0 В M O 0M αχαχ αχ © αχ © oa m o © αχ 0 Μ © um © X OB M o o o Μ O © um - * ~ 0 M M o o o Μ o (Ob • ^- 88 M 288 M © O O M O O M αχ ί- © αχ ^Q ο o M O 0 0 0 0 © © © t- 0 M O M O o O O * " * " 0 M OOM 0M © x © C-m © ΟΊ O M O M O O o O CM M OOM M O αχαχ - © x M O M 0 M * " ”± X © M o M m o m © - © CM Μ0Μ M oj m ©ern X αχ 0M © um OM Μ0Μ t — r-l- 0 O © 0 c- m OJ um M o ao® M © αχίχ αχ o a BEAN and αχ © οχαχχ αχ 0 SOS o m um ©erne UA ©ern um m © OJ OJ o o · - O o o Ο

C M O o 0 α » αχ · " * " O CM 0 0 X X m m M 0 O O 0 C * " m t- 0 OS 0M 0M © αχαχ © um ©ern O O CM αχχ © oo 0O © X O M o O οχ · " αχ O M o O 8 · " αχ *** O M O O 8 8 O 0 ® 0 0 M αχ © ω © ω «φ O M O O O O O O 0 O 0 0 t- © © © Ο M O O O O O O 0M 0 M O O t-n © © αχ O M Ο O O O O O M M O O O O O O 0 M OO 00 ř- © mm ©ern M O M 0 0 αχ X t— M O M 0 2 * - αχ © © oa M 8 O αχαχ © © 0 O M 0O 0O m XOi it-on © m M M OO 00 O O * ~ ^- t— M © -M- M M 0O O O O * " * " t-m · αχ m O M 0O 0 o αχ © OJ © «Φ X O OJ O OJ X - (AND O O O O O

O O O C 0 αχ ” αχ αχ O 0 O O OJ M M M O O c M O * - XX * " 0 0 O M 0 ί- © t— X © Φ 0 0 0 O- © ř- © 0 O OO 0 C M O αχαχ * ~ © cm * ” c o 0 0 0 o o αχαχ * " · " * " 0 M 88 0 C M Φ © O O O O O 0 0 * " * - © αχ M M O 0 O 0 O r- -Φ · ' e m 0 0 M o X © X ί- · " 0 0 ο O O O O O * " * ~ 0 M 0 O o а 0 а © X αχαχ ř-m t— UA M M O 0 O 0 O а 0M O 0 0 M © X X -mm 0 0 0 0 © © m © M 8 0 0 O © αχ X O 0 O 0 © OJ 0 M e m 0 oM xm ©ern OJ © οί 0 0 O m © O m M CM O 0 oM ©ern X ©ern o M а o 0 o M αχαχ * - xř ©ern 0 0 O 0 ΙΑ t- M © X X O CM © OJ O 0 O 0 M

1 1

ejfAo.M (no ao-tue§d x © O X σχ Ο <* Ί ο Ο э? £ н o x © © ΟΧ σχσχ ΟΧ σχσχ qoq Дород © and σχ σχ ΟΧ σχ © ΟΧ σχσχ иешипд О я с- ιτχ Φ X © CA ΟΧ σχ ιτχ jljuaeurrtspoa X © X σχ X ο BPTS X σχ X © X ο Qpse ^ X X ο X ο σχ еорирхлоя Φ X © ιτχ Ο X © ιτχ © X © ια οθ ^ βΛ ^ θΝ X ο X σχ X ο aoqo ^ g Φ X m ΙΑ ΦΧ С — 1Л Μ ο овлв ^ зет X ο X ο X ο uadag Φ © φ ιτχ Ο © аот ^ он X X X ο ο ο aoT ^ rupr ^ 1 Ο ιτχ X © X © da ^ aAS X γη X ιτχ X © aoiudxq X ν- X © X © Φ ιτχ Г ιη гл X © Á ^ sdaTeq ^ ojtq Φ X ΙΑ AJ φ X © ΓΗ © X © ΙΑ ^ ptin seAo Ο CM Φ <* χ Φ © Ή ^ OJXQ Φ X LTX ΙΑ Φ X t-t © X © ιτχ о KJ φ 1ΓΧ X σχ со fa eqou X © О α X BSfQTSOH φ © Φ X Г-ГП Φ X © trx ω what what X X © AJ ο X > X ο r- ιτχ 40 t> 0 • 4 r-l P Л4 ο ο ο 3 Χ3 CE X Ιυ -H 40 Ε-> : ·} ίν,

112

Test В

Plastic bowls with a diameter of 25 cm are filled with clay (Fallsington silt) and planted with soybean, alfalfa, alfalfa, corn, rice, wheat, broad, parsnip (Abutilon theophrasti) »Sesbania exaltata, Cassia (Cassia tora), Ipomoea sp.), Durman (Datura stramonium), beetroot (Xanthium pensylvanicum), tree frogs (Digitaria sp ·), green grass (Cyperus rotundus), corn (Echinochloa crusgalli), shear (Setaria faberii) and deaf oat (Avena fatua). After approximately two and a half weeks after sowing, the young plants and the soil around them are sprayed with the test substance dissolved in a solvent harmless to the plants. 14 days after spraying, all species are compared to untreated control plants and the response to treatment is assessed visually. The results are summarized in Table XI.

The letters in Table XI have the following meaning:

сн / ^С1 о - ^См .з / - \ II (/ / ⁰⁰ 2 ^NHCNH ~ \ O / \ - / _N - / (Ρ) η осн?

II

SO ₂ -NH-C-NH-ς QNN -

OCH3CH

°. ^сн з o / _г \ II _Z ^N ~ (\ U> -so ₂ -nh-c-nh- {on 'λN- <

Clch

O, CH / - \ || N - 4 <0 / -so ₂ -nh-c-nh- / on ^ν ΛК

CH ₃

(I) (d) (j) (e)

(B) (A) (H) (F) (R)

114 з

го

Η

Λ4 Ο Я • Η ю 0 ϋ 1Г \ СП ОО 1ЛСП 00 ОССИ О сп от о W 5 а о ГП О СП 0 t * о Я WITH 0 00 0 0 о φ 1А 1Л0П 1ЛФ 1 φ о χο «Ч 0 0 0 о 0 Я СМ Ф © Μ го § ί 00 00 00 О я т <М щеп С * Ф © 1 Χβ Ю Я О Λ о О0 mm 88 00 0'0 ' 0 1Л 1 *> » φ 00 ОО Οϋ 0 « * ι СП СМ СМ СМ 1АСП Ф 1 XJ • Η от ο го 0 О О « 44 о Ф (М 1 Ф О Μ • č 0 0 0О О'О ' ОО О > Й О '© О '© 1 »Я 0О ОО 00 00 φ ф О Ш ОСО осо О О ' > « о. * - 1 я Я 0 0 00 00 3 3 О m ОСО ОСО 00 Q а * ~ с — см со 1 ΤΊ> <3ч ХО 00 ОО 00 О ο ХР О СМ О Ф О m СП t> Р ** I ТЭ Ή Ф t> ο О • И 0 О © см 8 ^ 88 00 О О ' 0 Я 1 Η> 44 00 00 ОО 00 а ХЧ О © ООП о © О О ' Д Я · " · " 1 01 00 00 00 00 CD • No ОСО ОС * ос * ОС0 Μ от · ” -

од О Ф о Ф ФО ос * с * © © © С * СП О 0 С * О о Ц оо тел о 0 О О о о о о Ф Ό · " т СП о о 0 0 О о 0СМ см Ф m см ел 0 ом ох оо 88 о О О m от СП СМ Оо О О ОО оо ОО со т о о m О 1Л осп со т 0 О о О 0 о ф m тел 0 о О о ОХ о СП т тем О 0 0 оо осо о ОХ ОХ тем СО Г * СП ем с * т 00 0 О ОО © Д 1 О О ' ОСО ОСО о о ОД О Д о 0О 0 О тем ос- со ř-rn US О ' 0 о 0 О оо ОСУ » О Д ОД О © см О О ' СП см осо т 00 О 0 оо ОД ОД О О О ' ос * ОСО © СМ Φ Ф СП 0О Οϋ О ОД ОД О О О ' О ф © Ф СА Steed- со ФО О О ' Оо оо ОД ОД О ос * ОФ © т о т ел

ОХ О О О X О X тем СО © с * т © t * О о о ох о ел ох ш т ел ОО С * см о о о О ем О о О о О ел см ф ОХ О О ОХ О X со см ф СО ог * © СО ** О о О ОМ т СП с * т о о О см ж ф 8 о о о о 88 ОХ о 8 ОХ ОХ тем СП с * т © т 1 8 1 о 1 88 88 8 83 ОХ осо ОО О О о ОХ ОХ с-СП о о см тел ot * 0 о о о О X ОМ т т ОФ со ел ОС- Оо оо оо ОХ ом © СП о т о © со т Ф т · " Оо О о О ОХ ОМ г-т Ф ОС * О Ф ос *

1 от ф © 01 • No OU О О ' ОД о ř- Д о ОО ос * оо ОС * О ϋ о ем О О О ф ДМ ОСО ох © с * х> Οϋ οσ \ оо О О ' Оо О О ' О о Оо О О ' OQ О О ' я • н no 1 Р 3 44 от гЧ хч о Я Ό Ю ОО ОО оо 1 1 оо о од од ОО фо 1 1 ОМ ОХ О Ф О (Ус О О ' © О ' О © о ос * О © о т Оф © т ОС * го IX Я · - · " · * " > » ^ч > * • 3 t> а О та X Оо ФО оо ОД од о о О О ОД ОД ОД од ОО ОО ОМ оо з Ό о о © оет » Оф оф О О ' осо Steed- о т от О Ф о т о Ф осо ос * о о X. © X) о я > (0 ГО о 44 «О (XI о со т СО т ем о СО т СО т CXJ о а > о т о ем о ем · - т о ем О ем «- т ха Л the no С- * η 44 о о о о о о о о о о о о о о о к ф > я со Р 44 ф Р хг> • Л о 3 ад О X й Я X

115

206101

Table XI continued

Substance Batch Soybean- Ses- Ka- Having Fun- Tell-A- Major- Grid- Kuku- Rosic- Rice- Sheep- PSe- Bér Oats Sorghum kg / ha bob nettle bania sia nic nice dough man pork skin nice deaf

0 0 0O S8 0O oo 0 0 05J 0 53 ОД 0 53 0О оо 0 и m m ί- About CM © n o m what 40 40 lA О со 40 А о t— 40 't Р-1ГХ 00 ХО O O ο O 0 0 0 CQ 0 0 о О 0 О 0 0 CM 40 40 CM CM O m 'Ф Γ- O 0 O O 0 0 0 0 0 о 0 О 0 ОО 0О ΟΟ E m WHAT m m m P- о СМ тем и> ”М · σχχο O O O O O 0 0 0 0 о 0 о 0 о 0 0 t- m m CM r- m • ’И · т ХО O O0 0 0 0 « 0 0 051 0 o 0 0 U ABOUT WHAT 0 0О 0 0 Щ 0О 0U 0 О © ÍH © m c-m oxm 00 c \ j 40 CM 00 m 0 40 СМ © Ат <? Xt— © 40 O0 00 0 0 O OO 0 0 O 0 O o σχ 0 0 О о о О о 0 400 Steed- СЛ тем со см CM m m 1ГХ Of- ί- с— см · ” O O O O 0 OO 0 O 0O 0 O о о ο 0 0О 0 О 0U M 40 CM mm o m o m t— m АА хрт р- 1ГХ O O O 0O 0 O O 0 0 0 о 0 о 0 0 о 0 m-cm 40 CM m ĎX © 'М · m см $ 4 · 00 8 O 0 0 ITXM- O OO 0 O oo 0O 0 и ОСО о 053 0 О ОО 0Q σχφ 0О mm 40 40 CM 20 m t-m Cbxo о 20 m c-m σχοο σχσχ 0O 00 0 O 1 t Oo OO 8 0 1 0 0ϋ 0О 0 о 0О op- o σχ 1 CM About LTX οσχ m m steed- 040 040 ор- * “* r- * " O0 00 00 0 O o o O 00 0 OO σ \ 4θ оо о 0О 0 О ОО 0О 00 CM CO oxo iacm C— CM c-m what O xt oo о © о t-m ο ia 040 040 t- ^ 0 00 0 0 0O 0O 0 O oo 0 Q оо 0 О 0 0 ОО 0О 0О m ΦίΛ t— what © m 040 ΟΡ- ΟΡ- o σχ о m ос- m m 040 040 ос- 0 Q 0 0 0O 0 O 0 O 00 Ο Ο O 0 0 О 0 и о 0 О 0О about what OOX M-CM O LÍX О LA OOX O O O Ф о с— о со о о ао о σχ оф 0O 0U 0 0 O 00 0 O 0O oo 0 O 0О 0О о 0 0О 0и 0О O 0X0 -E· 20 m O lA © m 040 About M- O 1ГХСМ Ор- 00 оо о м · 0X0 0X0 · " · " * - 0 O 0 o 0 0 O 0 O 0 o 0O 0O 0 o 0 0 U 0 О 0 О 0 О 0U 0 О О IA ос- lACM 40 CM CO lA Otf> ΟΡ- o σχ о rt m Ор- О LTX О 40 Ορ- о с- AT 0O oo 0O 0 O 00 0 Q Ο o 0 и 0 U о 0 О 0 О 0 О ο 0U о σχ O o σχ o m o m O OO o σχ οσχ o σχ o σχ 1ЛГ ^ σχ οσχ о σχ о σχ о 0 O OO 0 o 0 O 0 o oo oo 1 О no 0 и 0 и о 00 0 О о о O O ’ФСМ xo m ABOUT WHAT b-m OC0 Ot- с- σχ ot- О 00 о о 0Д 0CQ 0O 0O 0 O 0 CD 0 CQ ou о о 0О о о 0О 0 о 0О 0 и ОО Ob oc- O <* Ί O -xt О ’Φ o ia 040 o> ос- О 00 о σχ ос- о с— Оф ор- оф T— * " 40 XO 40 m 40 ĎX 40 m ко А 40 см о CD CM O CM O (Μ О см о см О 1ГХ X X X X X n «« л - · » - м - А - O O O о о о о о О о о

CQ

116 φ xn (fa ti fa X o

X) from O X

4a

Φ Kfa »0 Φ and t> XO> P

T3 t> O (fa>

CQ • H 0 m Φ ω k and XI continued .M M 0> O

Φ oo τι o a 0> »>

O

T5 Λ Ό O ω £>

0 o 00 © Q LAfH 00 0 0 ø-us 0 0 0 0 00 00 © <M tone t ~ lA xř Φ- XO CXJ CM CM <t (M 0 0 O O 0 O O O O O xf- xř xf · O O oo oo oo O O © 1 O CXCM O \ - OxxO « 8 0 0 oo O O O © 0 CM m UA t * <M CM 0 «о см OK t-OA 08 / 00 UA CM 00 sx 0 «xj-cn © Д t— m 0 «© O © M ©> <M 0Я 00 O 0 0 O 0 00 0 0 iAm UA «Μ CXJ x-m m UA 0 80 08 / 00 r-m © 8 O O CM O O O O O 0 0 O O 0 O 0 xj- xt CM CM O Oo 00 O O 0O 0 0 00 © 0 © Д М3 XO CM C4 (© OhCh UA CM ř-xo OO * - UAUA 1 axis 00 About CM o o O XO ^O o 0 0 About CM S2 © 0 oř- ⁰ 0 8 80 o m ⁰ 0 O Q ^O & A 0 0 O UA ° 0 ss oo About CM 0O © o oo 0 0 Oo 0 0 00 0 0 0 0 ©) <M Φ Φ- OiA O XO OxO the o m o xť O O 00 no © 0 00 0 0 0 0 00 oX O O Oh 00 0 0 ot- O 8 UA o ax o οχ 0 UA About UA 0 00 σχχο 00 00 oo 0 O 00 oo 00 XO CM 00 ř- tACn t * cA o © About UA O tA 0 40 About CM © n 0 u oo Φ Cm 00 00 0 O 00 00 0 rn 0 O About UA o-m OMA O XO ot- ot- o m 00 Oř- 0 0 o Oh 00 O © 00 Ot- 00 o αχ O 0 oo 0 0 00 ot * 0 0 Of O O 0 0 © O o 0 © 0 O O 00 o Ch 00 o0 00 o oo o o o οχ about what o αχ o αχ O © 0 © o o 0O 0 0 0 0 00 OO 0O 0 O OXO O XO OXO About UA OxO O © O © ot- OXO 0X0

CM

O

xo o o

UA Φ CM O XO CM O IT UA O M • t O O O O O

oCM

UA · -

OO o UA

O

fa

Pi

117 208101

Test С

Substances dissolved in solvents for non-plant plants were not carried on the following plants (post-emergence spraying); wheat U cm high, first leaf stage, deaf oats (Avena fatua, 9 cm high, first leaf stage), Bromus tectorum (5 cm high, first leaf stage), Bromus secalinus (5 cm high, first leaf stage), foxtail (Alopecurus myosuroides, 3 cm high, first leaf stage) and annual meadow grass (Lolium multiflorum, 8 cm high, first leaf stage). The same plants were also treated with a pre-emergence method. Plants were placed in 25 cm dishes, the tests were performed in a greenhouse and the effect of the substances was evaluated 5 weeks after treatment. The test results are summarized in Table XII.

18

ЛИ • н

OJ Ρ φ X л гЧ Д > О ю χβ Я 5 ti τι φ Η Ρ

ο ο σχ ο and ooo fXJ um

LA

Χθ

ΙΑ

LA

AT

CXJ

а л

от

л о ф от

O ο ο σχ and a

O

0 AJ

IA IA

0 0 cxj m>.

OOOO ooo lA © 00

0 Φ P0 un

I я о Р

О Ф Р

OOO

0 O what σχ and ooo ooo £

<0 o Φ Д 5 á

OOO

0 Φ LA σχ ooo ooo

H tí

OOO

KO Ot

CXJ

CXJ

ooo ooo

w л ДИ я cxr LIMB > X m oo АВ ею X X X AND ДИ - -

OJ xo m «x x« 0 by xO m rX X

CXJ xo m - what XXX

xo

X co

XII-A

AND

119>

4tí

Ρ

0) о

О) 04

О с - - - с с X (((((((X X X X X X X X X X <<X <<<- - - - - - - - - - - - - - - -

ω \, о СМ / 'О' ω

О --- О

AND

X of <0

-Μ гЧ

JO го

Η

х ω _χ

о 'z' ^ν ω О ^ ζ ^Х О Q о ω О СП X СП сп X X X

20 мв

4- »

Φ υ

Η ΓΧ

O V4 Φ O O o 0 0 β β > Φ σχ σχ d Ό K> σχ Φ 3 fa Φ rd p

ϋ

C

Ο

Σ 0 0 ΧΟ ΙΓΧ

ΧΟ Ο ο αχ ο - σχ ο ο 0

UTX

Ε Φ Φ ε - σχ σχ

Φ 0 d t “f-

Μ β 0 • Ρ 3 β β φ W мЧ t0 3 гЧ fa а φ φ ο υ and к φ φ 4-> 0 ο α © 0

Φ υ υ σχ ο ο φ Φ χο © σχ

Ο Ο d d ο Φ σχ φ © σχ

o 0 φ cxj um φ в υ 3

φ no fa Ad 3 Ο Φ Ο Φ • Η Η 4-> C- οο σχ rd ο Ο Λ Ρ φ <2 © +>

Φ

CM φ d ιτχ φ 0 AJ ιτχ ω ο σχ

0 Φ χτ ιτχ “ο φ ο cm см o 0

Drawbar xn α *. «> X ΧΌ tO Q X

OXJ xd d - FROM XXX

xo

X

CM X0 d - XX

, n о X č о 4 ' CVI о СП СП X X о AND ГЧ O из 0. 2 .0 in _г < 2 (Λ AND 1 С \ AND 2 Τχ _τ 2 0 2 o = ó X 2 X 2 ο .- ^ υ X 1 X z 2 0 = 0 0 = 0 д X AND \ 2 2 2 2

121

20Θ101

Substance Dose Application Postemergence kg / ha Wheat Oats Bromus Bromus Psaricum Annual deaf tedom secalinus meadow grass

0 0

ГЛ

0 0 0 - CM

ООО

208101 122

Test D

The substances were dissolved in a non-toxic plant solvent and sprayed with the following grown plants (post-emergence test): wheat (22 cm high), deaf oats (Avéna fatua, 14 cm high), soft grass (Bromus tectorum, 3 cm high)> moth (Bromus secalinus, 5 cm high), barley (22 cm high), kochia (Kochia scoparia, 5 cm high), wild camomile (Matricarie inodora, 3 cm high), wild mustard (Brassica arvensis, 7 cm high), hemp (Eupetorium capillifolium, 3 cm high) and cotton (Polygonum convolvulus, 6 cm high). The same plants were also treated with a pre-emergence method, where the plants were grown in soil dishes. The test results are shown in Table XIII.

123208101

Substance Dose Pre-emergence application kg ai / ha PSee Oats Bromus Bromus Barley- Chamomile- Burn- KononResno nice noisehecf eecOorwn secainnus men chia nek

8 O and 0 B 0 and 0 Oh 8 8 0 Ch O O 0 0 0 0 0 0 (B) and and (B) Ch Ch Ch Ch O 0 0 0 0 0 O 0 and and (B) and and and and (B)

0 0 0 0 0 0 0 0 (B) 8 Ch and IA 8 Ch 8 0 0 0 0 0 0 0 0 ih Ch ih and and and (B) (B) 0 0 0 0 0 0 O 0 (B) (B) and and (B) (B) (B) (B)

Q 0 0 0 O 0 0 0 0 0 0 0 0 0 0 0 (B) 8 8 8 Ch Ch 8 Ch Ch (B) Ch Ch (B) (B) '8 (B)

8 (B) (B) and 0 0 0 0 Q 0 O 0 0 0 0 0 8 8 Ch ih ih and and and ih 8 and a m m m 10 m ux CM 1Л0 AJ 0 0 0 0 0 0 0 0 0 0 00 m m m \O O O O O Ί- Ί- KO WHAT CM AJ M- 1A

0 0 0 lA 8 8 Oh

0 0 0 f- b · C0 Ch

O

AI X

O O O AJ

0 C 2 ° t - b- oo Ch

O O | AJ

X

CM

X> ϊ x_i ем / ¹ O ω

(Λ 1 1 X of of 1 1 0 = 0 O = Q 1 1 X X. · of 1 of 1 OF\ z ° \ z z z z 1 II 1 Feb 0 ^U c J? 1 ¹ U 0 O * JP M X X X ¹

0 0 O b · b · Ok B

10 0

Ί IA OO

0 0 0 cn b - b - b 0

O O AI CM

AJ

X

AJ

X

124 со

Ф

а

о в

О О 0 f- 3 3 о

Я Ю о-в и о о и

Μ а а а а о

ф о • И ю о о о зава

I Ф

Ф О

·П · Η 0 0 0

СЦ Я О ГП ï

со д

СО Ή - оо см X \ 'v

О О О СМ

О Ф 0 CM CM C \ J 0 0 0 0 0 3 04 04

0 0 I СМ см

0 0 О UX UX

0 0 0 оо со со а

0 0 0

04- Г- t- 04

0 0 0 КО 40 СЛ В

0 0 о СП СП КО о

о о о см - оо СМ X х \ \

0 0 0 С— t- t- в

0 0 0

СМ СМ СП 00

ООО

СП оо -м- см

z z Q__U СЛ \ A ίοΊ 0 = 0 ¹ CM о O о ω СЛ | 1 z z AND z z AND 0 = 0 1 0 = 0 | 1 OF 1 z of AND of AND ₂ / \ of\ z z 1 II z z 1 II 1 II L ·) o. 1! -O o ^Z Y \ _o What n Z Z ' c / V £ o what OF

O ω 1 z z | 1 z z 1 0 = 0 0 = 0 AND 1 *F 1 Z z of  | к 1 II OF\ z z 1 il 1 II o o. O ^z E \ z o _v o ^{z z} \ O z M co Z Z

125 208101

The following details show the importance of the compounds according to the invention in the control of rock.

The Cyperus rotundus was planted in 10 cm diameter pots containing the Fallsington lit, each with 5 tubers per pot. The tubers were planted 2.5 cm deep. Each test substance was applied preemergence by spraying the soil surface, preemergence by spraying tubers, preemergence by incorporation into the top layer of clay (2.5 cm) and postemergence by spraying the leaves of rosin 8-10 cm high. vd applied and ^{VK-560 h} c] .itr ^of spray per hectare. by chemical-op ^{rsonalisation} rosUin growth were evaluated visually after 4 weeks of treatment (see table XIV).

20810 ·

126 tka Dose Plant reaction 4 weeks after treatment kg / ha Pre Pre Pre

Spraying Surface Spraying Incorporation Spraying leaves and tubers into the top layer of clay (2.5 cm)

Я - Я Я Я о я and в σχ

о ω no no в σχ ч а

0 0 0 СП о no С— © О ω о о О σχ ω ω Г * Х ь- t * ·

О 0 0 Г— СО

0 0 LTX σχ Я Я о О 0 ~ О о ХО © Я - Я их ©

О г- 0 0 © кО • я Я Я Я О 0 я в в в В их я я © их

М- (XJ ХО хОСПе-ООМ) X X X X X

ОО

SO оо

О * сп я σχ о σχ

Я * с— <м ΓΊ X

си

OD 4řX X

О — О

AND

X of ω

см О ω ι

127

<5

Φ φ • гЧ ρ

ω ο CU

Д4 • Η * · Ρ

W Ο 04 ο ο-

Φ * 4 >> Ρ > φ Ρ а χο СО ο ο Φ Й Ο ► ΙΛ 0 Φ φ Μ а Й Й Μ СМ ο 3 >> а Й α $ 4 ο >> Ό ο Χί 3 V4 Ρ 0 rH Η Χ3

φ Й 04

X ω

4 ο α • Η * 4 Ρ

W ο 04

208101 128

In another test, the compounds of the present invention are shown to be useful for selective eradication of crops in crops.

Several 25 cm diameter plastic pots lined with polyethylene film were filled with clay (Pallsington silit) and seeds of the following plants were sown to a depth of 2.5 cm: corn (Zea mays), soybean (Glycine max), rice (Oryza sativa) , cotton (Gossypium hirsutum) and tuber of cypress (Cyperus rotundus). Each test substance was dissolved in a suitable solvent and applied pre-emergence and post-emergence at doses of 560 L spray per hectare. Post-emergence treatment was performed at a time when the plants were 6-14 cm high. The effect of individual chemicals on plant growth was evaluated by visual comparison 4 weeks after spraying and the results are summarized in Table XV.

129

Compounds Plant reactions 4 weeks after treatment

Preemergent Postemergent

Benefits. Kuku- Cotton Soya Rice Bay Kuku- Cotton Soya Rice Bay kg / ha

X and O O O 0 Φ IA and and and and G 0 0 Ф Φ and- 40 t- * X X 0 X X O IA IA and lA t- 0 and- 0 X O 0 O O сл IA CM

0 Я Я Μ я я 0 0 Я Я 04 / and and and а а о в ф σχ в в 0 0 0 0 0 00 © © 1А AND- 0 IA 0 í- X ί- and X © with X о о сл X см * X 1А 0 О СЛ 1А 0 0 0 0 О 0 0 СЛ С— © 40 © сл ь- · » а, а »* 0 ο X X X 0 X X δ S O ΙΑ © © о AND- σχ 40 Ф

0 0 0 О 0 О О - СМ - сл о - О -

O 0 *

CM O «O * o * o

- CM o o b- σχ

o «0 S b * oo

X »o

T- CM

CM o - o o o 40 o o o o o o m40 o o o o o o

СЛ 40 O o θ 'o

СО рА ¹ уГ <н со ι цР со I W Υ W “W Y £ Y * X z AND of AND X z AND 1 0 = 0 AND 0 = 0 0 = 0 AND 1 X 1 AND ι X of of . AND of 1 L О L о CM O (Λ СП <л 2 ω ^s -é 0 '

^υ ΎοΤ ^Χ ΖγΖ X z IN X z Я in X of 1 1 0 = 0 1 X z 1 <M 1 0 = 0 1 X z AND CM 1 0 = 0 1 X z 1 CM O 0 ΎΥ ‘As O </)

130

Φ © Φ t * B Φ Φ 0 b-b- © © 0 0 0 0 0 0 b- b- b- © © * * A «· * ЯЬ M · »А ФЪ 0 0 0 0 0 0 a a a a a 10 m o o o o xt xt xt ja 0 0 0 0 0 0 0 (XJ IA LA f b- ©

ф * 4 &

O 0 AI СП O 0 O O - <XJ 8 О (XI

о о о о 0 О 0 0 O 0 0 о © 0 * and ti and Β * 5 σχ

ο 0 O 0 0 O a a a a σχ a

Φ 0 Φ no 0 Q СП CXJ сп CXJ and

k and XV continued

Р а ф> fa Р ф

МО о о Λ i Р

© · а .Μ м а гЧ Ž © φ о?! 4 4 о fa ф о • М о ф X fa

О Λ о хв> ω м с β ф? ф 0 ф ф fa а cl

O

TV ©

and I

0 0 0 0 0 0 0 0 φ Φ ΙΑ C- © © σχ σχ OO οχ t * σχ * ·> Μ · » X OJ X Č \ X OO 0 0 ti 0 ti 8 0 σχ 0 0 ti 0 ъ 8 0 σχ and 0 a 0 ϋ 0 © ο σχ Φ Φ Φ © © b- © 0 0 0 X X 0 Φ с— 0 О 0 0 0 0 X OJ CJ AJ AJ (AND © ο ο AJ ^r— • -η AJ LA 8 8 О σχ 0 W Η Μ Μ Μ Μ W Μ W Μ 0 Μ Μ Μ Μ 0 0 σχ and ti ti ti ti Φ σχ ti ti « (Μ σχ ti β β LA σχ 0 0 0 Φ 0 0 2 0 t- 00 © C- C- ω ř— © LA Ο 0 Μ Μ Μ 0 0 0 Ο X X 0 X X X X 0 X X O and CXJ οχ I t * Tt I ί— r- 00 AJ xt χο I ι— CA ©

Ч ХЧ tí гЧ ©

о о S 8 8 0 X X х ~ ο 0 - φ φ σχ 0 AJ X 0J 0 ο 0 О - Ο 0 ο X X * X AJ ο

ο 0 0 0 0 0 o

rn © o o o

0 χο φ 0 σ » 0 σχ 0 χο 0 0 XO 8 0 «« «» Μ ·> X X X X 0 X X Q · X t- х> σ> σχ Ο · - I t- t- 0 Ο 0 0 b- t- LA XO Μ 0 φ X X Ο Ο 0 0 0 m X AJ AJ AJ CM · " ΟΊ CA

0 φ X X * - 0J t- t- t0 b0 0 0 X

ΟΊ ΓΊ ΟΊ LA

X

ΙΑ I m χο AJ IA I - · ΓΊ ΧΟ LA AI ο 0 ο AI ιτχ AJ JA Φ Ο Ο IN- AI XD * - · » * ο 0 ο ο 0 ο X Ο - AJ xt Ο Ο Ο ο O O O

СП го z X и и CO (*> X X o o <P n O 0 C * i co I X O U X ° <г ° № Z of I ΎοΥ ° ° in X ^of the I A ^{Z Z} Y X from I ° M ° Ύ X z AND 0 ‘S | i OF of 0 = 0 AND 1 0 = 0 O = U AND O = Q | 0 = 0 1 X z 1 X z 1 X z AND X z 1. 1 z z 1 CXI O 1 CXJ O 1 CM About what (/) CM o (Л 1 o ¹ at and

131

As follows from the following tests, the compounds of the invention are useful in controlling some aquatic weeds.

the battles were applied in a neat plant solvent and by spraying a small tank in which ed-CCornde (Ei-hornlareassipes) grow about 25-30 m high. The tests were carried out in a greenhouse and the plant response was evaluated 4 weeks after treatment. This test shows the utility of the compounds of the invention for the control of aquatic weeds (see Table XVI).

Table XVI

Compound

Plant reactions

El-hRomte dose kg / ha

OCH3

1/32 _with 9G

1/32

9G 2C

1/16

9C

H ₃ C

1/16 1/8 1/4 1/2

9G

9G

9G 4C

9G

4C

1/32

9G

9C

1/32 9G 1C

1/16 9G 1C

1/32 9G

1/16 9G

1/32 9G, 50

1/16 9C

1/32 9G

1/16

9G 2C

132

Compound

H-CO

H3C-0

H ₃ co _K

N C

H ₃ co

CH3

Use of the compounds according to the invention as plant growth regulators

H3C-0

C = N

N

Rate kg / ha

1/32

1/32

1/32

1/16

1/32

1/32

1/32

1/32

1/32

1/16

Plant reaction

Eichhornie

9G

9G

9G

9G

9G 9C aG

8G aC

9G

9G aC

7C

7C

The compounds of the formula I are not only useful as herbicidal agents, but are also useful as agents which favor the growth of selected plant species. The doses (usually 0.01 to 1.0 kg / ha) and the time of use are chosen by species to achieve the desired effects with minimal phototoxicity. Both vegetative and reproductive growth can be olive. The examples below show the reaction of sugar cane, sorghum and various grass species to the application of these substances. Sugar cane and sorghum exhibit a special phenomenon (chemical maturation) which results in a higher yield of soluble solids, mainly sugars. In many other grasses, these substances reduce the growth and development of the fetus, reducing the demands on the crop. They are also useful for controlling the growth of woody and grassy large-leaved plants.

133

Example A

Dwarf sugar cane plants (6 to 8 months old with 3 to 5 stems with a height of 1.5 to 3a), grown in one pot of 25 cm diameter each, were sprayed with the following substances (1 cloth per 2 pots). Each stalk was measured before and after the experiment (stalk height to the highest visible leaf sheath) to evaluate the effect of the substance on growth. 5 weeks after application, the stalks were mowed, their juice extracted, and the soluble solids content was determined at the center of the upper, middle and lower thirds of each stalk. Table XVII shows that, for the stems of plants treated with the compounds of the invention, the amount of dissolved solids increased compared to a group of plants that were only exposed to the solvent used (i.e. 500 L water containing 0.2% Tween 20 surfactant per hectare). ). At the same time growth of individual treated plants was suppressed.

Table XVII

Solids content in individual parts of stalks of sugar cane

kg / ha growth (cm) lower medium 'upper 0.25 15 Dec 18.2 17.6 11.1 1.0 9 18.3 19.0 14-, 6

OCH ₃

N - C \ Z \ h ₃

0.25 15 Dec 18.1 18.9 13.4 1.0 6 19.9 20.4 15.8

RozpouutSdlo

- 40 16.7 13.8 6.1 0.25 3 19.9 20.2 16.8 1, Q 4 13.8 19.9 16.6

Example B

Roosi's sugar sorghum was grown one by one in 15 cm pots and treated with the following substances pre-emergence. Visible effects were observed three weeks after spraying. At the end of the fourth week the plants were mown and the soluble solids content was determined in the upper, middle and lower thirds of each stem. Table XWII shows that spraying with the compounds of the invention caused an increase in the soluble solids content and reduced stem and flower growth.

134

Table XVIII

Reaction ¹ after 3 weeks

Fabric o

Changes in soluble solids content in various parts of sorghum stalks

Lower Middle Upper Part

Rate kg / ha

W = C

N = C

N = C // - ^c

SO 2 -NHC-NH-C

N == C / ^N = \

OCH ₂ CH ₃

N = C

114 132 69 115 128 119 99 84 119 1 12 114 140 96 119 109 88 122 115 66 111 100 ALIGN! 57 1 18 105 59 115 106 98 139 115 140 147 129 146 113 113 114 120 113 121 127 127 136 127 136 120 120 121 120 120 121

135

Substance

O

Changes in soluble solids content in different parts of Siroku stems рсн ₃

CH

and ₃ / ^H 3 NC

CH

N = C

Rate kg / ha

0.25

1.0

0.5

N - C

Vy-SO ₂ -NHC-NH-C 1 H ₃ = C ⁷ H ₃ / H ₃

ZH ^CH \ n = C ^H / ^H 3 Z ~ 4 \ / ^{CH X} N = C \ h ₃ / ^s 3 N — C _x > N = C ch ₃

0.125

Cl

P, 06

with ₂ -nhc-nh-c

OCH ₃

N == _C / - ^s about ₂ ~ nhc ~ nh-c;

c (сн ₃

OCH ₃ // -4 NH-CN 'n = c ^/

CH ₃

CH ₃ \ J ^ SO ₂ -NHC-NH-CN \ n = c ^z \

CH ₃ o /

II

SO ₂ -NHC-NH-Cn \ / ^X N = C \

CH ₃

och ₃

0.06

0.06

0.25

0.03

0.125

0.5

0.125

0.5

2,0

0.125

0.5

2,0

0.125

0.5

2,0

Reaction Lower Medium Upper part after 3 weeks aG, F 120 113 107 aG, F 113 113 107 6G, F, 2X - 122 - 9G, F, 8X - 130 - 9G, F, 2X - 139 - aG, F, 2U - 165 - aG, F, 1X - 165 - 0 - 122 - aG, F, 2X 119 112 116 aG, F, 2X 135 111 105 G, F, 2X 126 117 108 5G, F, 2X 116 107 101 8G, F 115 107 113 8G, F 1 18 107 113 8G, F, 3X 128 123 118 9G, F 143 124 105 9G, F 127 111 132 and G, F, 1C 127 124 125 and G, F, 2C 120 113 79 and G, F, 20 133 120 114

¹ F is a ^p o ^Here the development of the flower.

Changes in soluble solids content are expressed as a percentage of the values found in the control group of plants.

136

Example C

Well-rooted paspalim (Paspalim notatim, Flugge) in pots with a diameter of 13 cm were treated with the substances according to the invention just before the development of the fruit. The plants were about 35 cm high. Each test with the appropriate substance and concentration reagent was carried out on 3 'pots each, plants were sprayed from above at a rate of 560 liters per hectare. 45 days after spraying, the effect of the individual substances was evaluated, the results are shown in Table XIX. The compounds of the invention slow growth and inhibit the development of fertility.

Table XIX

Substance ^ s _x II _z

HC C-SO.-NH — C — NH-C '

II II ^{2 4}

HC — CH / CH3 ^C ) ch 'n == c'

A \

CH ₃

Rate kg / ha

0.03

0.125

0.5

1.0 ESPONDING ^R 'in days

Suppression of fetal development in%

0.008

0.03

0.125

0.5

0.008

0.03

0.125

0.5

2G 10 2G 30 3G, 2U 90 3G, 2U 100 ALIGN! 2G 0 30 30 9G, 1C, 2U 95 9G, 2C, 2U 95 2G 70 7G 70 aG, 20,2U 95 aG, 3C, 2U 100 ALIGN!

The following data are presented to further illustrate the biological activity of the compounds of the invention. These data disassemble the herbicidal efficacy of the compounds and their selectivity for the cultivation of two important crops, rice and wheat.

The test substances for plants in a non-toxic solvent were applied to soil in pots in which the seeds of hebride rice, Japanese rice, corn feet (Echinochloa crusgaHi and seedlings (Ipomoea sp.)) Were placed.

One substance has also been used for wheat, deaf oats (Avern fatu), brome (Bromus tectoium) and stool (Bromus secalinus). In the test. rooted plants of some or all of these species were also used (post-emergence test). Roosins were grown in a greenhouse and the plant response was visually evaluated usually three weeks after treatment.

The results are summarized in Table XX.

137

snuiyeoes 0 0 snroojg \O шпио ^ оая 0 0 епшоад M (XI ^ цэптч вело O O aojuagd O O aoyupjAOd 0 OX 0 OX 8 eqou 0 ox 0 ox 8 azAi £ 5 [SU0d8p O O O and? £ i jupTjqÁH O O 1 snux ^ Boas 0 0 šrunoug UX t- шпдо ^ оа ^. 0 0 snmoaQ ux ^ ЦОПТЧ S3AQ O 0 СП

о о

о ох ω хо

О о ээтирулод

СП оо ецои цпя g о

О 0 их σχ

9цеиоавр

О CXI t0 jupiuqÁH °

ч>

- 'X X сп оо X X

Й CO n ¹ £ Й “M what X Y № ¢ 0 44 rH X of O = Q X z CXÍ O (Л X 2 o = o . 2 СЧ O P ja co 0 <P ЕЧ 3 зАо (/)

138

The following tests provide data demonstrating the superior effect of the compounds of the invention. The tests are performed for 1-chamber DIURON herbicide.

Primary plant response test

Seeds of the dew (Digiiaria sp.), Foot-grass (hedgehogs) (Echinochloa crusgalli), sorghum (Sorghum vulgare), deaf oats (Avena fatua), tubers (Cyperus rotundus), seeds of casii (Cas8ia torah), bittergrass (Ipomoea sp · ), mustard (Brassica sp.), common radish (Raphanus sp.), garden squirrel (Tagetes sp), curly lobster (Rumex crispus, beans, corn, soybean and rice) were grown in nutrient media and treated pre-emergence with chemicals When cotton had five leaves, four-legged sorghum and three leaves were sprayed, the treated and control plants were kept in the greenhouse for twenty-one days, then all species were compared with the control plants and visually evaluated, to determine the response to the treatment.

Evaluations of compounds tested in this manner are shown in Table XXI.

139 • H α oo

gg qoq £ aopogg βοτ ^ ηχηχ &

qog oo ^ лв ^ эрв ^ _oo «jupejqes oo

9 »9Táвн a <°

9% es леиред 00 »>> TWoh 00 • oTwOJaoí o ^B T ^8e 3 g8

О о no а м · им о о no о О © им хф см о о О 8 d d о О о о 8 хф см о О о 8 , в о о О о а 8 8 8 о О о 8 в о о О о 8 в О о ω о no со d d о о о О со d d о

JO4O? 5 o £ цопщ зело 'о Лолтр' á вчоо о

о О В о ω В 8 О О 40 В О no 8 8

О О о о 8 о о О и d о 8 о см о

bwsoh о в о 8 Й Й Р й βΊδΤδΟΗ 8 8 φ ф и0 и й ω ΦΛί а -и £ j [sde- [eq ω О Ф Ч ρ α © UM ω со ο

щи-глвдо лоо

СО СП хф

Л1 Α σ ((М хв'ей а7

-

О 8 о 8 о о О Ф о χφ J— © о о 0 Q о ? 5 с— © t * Сй О о Рч О О сц 0 ϋ о им © см им им см им им см -

χφ

СМ (М - см σχ см с- см

Primary plant response test

140

Direct post-emergence herbicide test

Seeds of dew (Diiitaria sp.), Corns (hedgehogs) (Echinochloa crusgaHi), shear (Setaria malpial, deaf oat (Avena fatui), amaranth (Arammnthus retroflexus), sorghum (Sorghum halopense), soybean, cotton, cucumber and rice are planted in clay (Stanton silt), the rosette was 3 cm, corn leg (hedgehog) 10 cm, rind 9 cm, deaf oats 15 cm, amaranth 2 'cm, hippopotamus 5 cm, soybean 14 cm, cotton 13 cm, alfalfa 5 cm, corn 23 cm and rice 11 cm high when treated post-emergence with chemicals dissolved in non-phytotoxic solvent plastic bags were removed from soybean, cotton and pupa plants. The treated plants were left in the greenhouse for 21 days, then all treated leveled with control and visually evaluated to determine the response to treatment ·

The evaluations of the compounds tested in this manner are given in the table mi ·

141 £ ssdsxaq wp oeze ^ eeq

O 0 O o O 0 «- 00 P he P o m Q O CO in O CXJ

puoaqo aafaoqaeg

Ronjq S8AQ

O O ϋ O OJ cx М3 irx 0 0 O 0 O 0 CM XO xo oo CM P

eopuegd

Substance Soil and plant surface treatment αομορς bjjtsoh eoHiupa

Uadeg uetming

SOtUpJAOd (£ Ζ.χχοά) jue egA

Xjujaunxspoí

Qn

O ux

XO o οχ u 'Φ o CM (^ 1Aijod) _o qoq ^ Aofos -

CD CD 44 ► X \O IA Μ » CM ЧВ it δ 44 O CM

tχο

UX o

208101 142

Secondary pre-emergence herbicide test

Seeds of the dew (Digataria sp.), Grass (Eleusine indica), creeping grass (Agropyron repens), shear (Setaria ma ^ gn), Rootgrass (Loliím multiflorim), and sorghum. (Sorghum halopense), Corn feet (Echinochloa crusgaali), Mustard (Brassica sp.), Durman (Datura strmonium), UbuUlon theophraast), Sides (Sida spinosa), Barbarea vulgaais, Ambuooie (Amburoia sp.) ), Aeschynomene virginica, grass (Aaslepias sp.), amaranth (Anmaraithus retroflexus), curly dock (Rumex crispus), brome (Bromus rigidus), deaf oat (Avena fatua), sorghum (Sorghim vulgare), soybean bean and tuber of cypress (Cyperus rotundus) are planted in clay (Stanton. silt) and treated preemergently with chemicals dissolved in a non-phytotoxic solution. The treated plants and control plants were treated in a greenhouse for eight days for three days and then all treated species were compared to control and visually evaluated to determine the response to treatment.

Evaluations of compounds tested in this manner are shown in Table XIII.

143 ρΛοαχηο adag aoiuagd ® £ £ qoq ^ Aopos uemnna jjujaunjspod sand dirt (Fallsirgton) «PIS puoaqo axioqjeg aofupjAog odjaA? 9N aoqo? G oaAa ^ saq £ ла.

9OJ84OH aojsnaxg da ^ SAS ^ Tzaxd a £ d

J? S smea θλ? -!

£ S9datB4 зрдтр £ цэптч вело

WTQ

8 0 8 at O 8 ΰ 0 O CM O O 0 O 0 ^O CM 0 0 0 0 CM CM t- ΙΓΧ About t- 8 0 0 0 CM 0 0 0 O 0 0 0 CM rt · αχ 0χ O 8 q 0 ⁵⁵ 8 0 0 O 8 O 8 8 0 8 8 O 0 0 αχ 8 0 0 0 8 0 0 X0 8 0 0 X0 8 2 0 CM 8

aqou цгя 0

83 (3 fs OH 0)

WHAT <0 AI rt > in IN- xo him * Q Λ1

Claims (32)

SUBJECT OF THE INVENTION A herbicidal composition comprising a surfactant and a solid or liquid diluent, characterized in that it contains, as an active ingredient, a compound of the formula I or an agriculturally acceptable salt of a compound of the formula I, in which R represents a group R. represents a group OF Z л or .1 R 1 and R 8 are independently hydrogen, fluorine, chlorine, bromine, iodine, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, nitro is hydrogen, fluorine, chlorine, bromine, C 1 alkyl to 2 carbon atoms or an alkoxy group having 1 to 2 carbon atoms, R g represents a hydrogen atom, a methyl group, a chlorine or bromine atom, R 8 and R 8; ₀ is independently hydrogen, methyl, chlorine or bromine, I and Q are independently oxygen or sulfur, n is 0, 1 or 2 » X is hydrogen, chlorine, bromine, methyl, ethyl, C 1 -C 3 alkoxy, trifluoromethyl, CH 3 S- or CH 3 OCH 8 - and Z represents a methyl or methoxy group, provided that: (a) if R ^ is other than hydrogen, then at least one of Rj, R ^, b) when R 1 is a hydrogen atom and the substituents R p of R 6, R 6 and R 7 are all other methyl groups, (c) when R a and R? are both hydrogen atoms, at least one of R 6, R 8 or R 8 must be hydrogen. A herbicidal composition comprising a surfactant and a solid or liquid diluent, characterized in that it contains, as an active ingredient, a compound of the formula I or an agriculturally acceptable salt of a compound of the formula I, (I) 145 wherein R is a group R | hydrogen, fluorine, chlorine, bromine, nitro, (C1-C3) alkyl, methyl or trifluoromethyl, hydrogen, fluorine, chlorine, bromine, (C1-C3) alkyl or methyl; An oxygen, sulfur or sulfur atom, a hydrogen, chlorine, bromine atom, a methyl, alkoxy group having 1 to 3 carbon atoms or a C1-5 group, a methyl or methorium group. 3. A herbicidal composition comprising a solid or liquid diluent surfactant comprising, as active ingredient, a compound of formula (I) or an agriculturally acceptable salt of a compound of formula (I): R 8 and R 8 are independently hydrogen, fluorine, chlorine, bromine, iodine, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, nitro, C 1 -C 4, cyano, CHgS (O) n - or C 1 -C 4 SCO 4 -, R4 represents a hydrogen atom, a fluorine atom, a chlorine atom or a methyl bond, R 8 is hydrogen, fluoro, chloro-bromo, methyl or methoxy, K is a hydrogen, fluorine, chlorine - boom atom - an acyl group containing 1 to 2. carbon atoms or an alkoxy group containing 1 to 2 carbon atoms, R 8 represents a hydrogen atom, a methyl group, a chlorine or bromine atom, R 8 and R 8 are independently hydrogen, methyl, chlorine or bromine, W and Q are independently O or S, n is 0, 1 or 2, X is hydrogen, chlorine, bromine, methyl, ethyl, (C1-C3) alkoxy, trifluoromethyl, CH3S- or CRC4CH-, and Z represents a methyl or methoxy group, provided that: a) mm--! Rg is other than hydrogen, then at least one of Rg, Rg, Rg, and Rg is subtitle. has a meaning other than hydrogen and at least two of Rb, Rb, Rg and Ry mini means a hydrogen atom, b) Rg denotes a hydrogen atom and the substituents Rg, Rg, Rg and R? have all meanings other than hydrogen, then R 8, R 8, R 8 and R 8; they must all be either a chlorine atom or a methyl group, 146 c) when R 1 and R 2 are hydrogen, one or more of R 1, R 8 or R 8 must be hydrogen; A detergent composition comprising a surfactant and a solid or liquid diluent, characterized in that it contains, as an active ingredient, a compound of formula (I) or an agriculturally acceptable salt of a compound of formula (I) wherein R is a group R 1 and R 8 are independently hydrogen, fluorine, chlorine, bromine, iodine, C 1 -C 4 alkyl, C 1 -C 4 alkoxy. nitro, trifluoromethyl, cyano, CH3S (O) _n - or CH3CRSCO3 - represents a hydrogen, fluorine, chlorine, bromine or methyl atom, represents a hydrogen, fluorine, chlorine, bromine, methyl or methoxy group, represents a hydrogen atom, fluoro, chloro, bromo, C 1 -C 2 alkyl or C 1 -C 2 alkoxy, R 8 is hydrogen, methyl, chloro or bromo, R g and R _Q znamβnají independently hydrogen, mmthylovou group, chlorine or bromine; W and Q are independently oxygen or sulfur, n assumes values of 0, 1 or 2, X is hydrogen, chlorine, bromine, methyl, ethyl, C 1 -C 3 alkoxy, trifloorentlyrlovul, CRS-, or N-COO-S, and Z represents a methyl or methoxy group, provided that: (a) when R 1 is other than hydrogen, at least one of R 1, R 2, R 6 and R 2 is other than hydrogen and at least two of R 1, R 6, R 8 and shall be hydrogen, (b) when R8 is hydrogen and R, R, Rg and R are all other than hydrogen, then R, R, Rg and R may all be either chlorine or methyl; (c) when R1 and R2 are hydrogen, at least one of R1, Rg or Rg must be hydrogen; 5. A composition according to claim 1, wherein the active ingredient is a compound of formula (1) wherein R; represents a group W, X, Z and n are as defined in point 1 · 6. The herbicidal composition of claim 5, wherein the active ingredient is a compound of formula (I) wherein R1 is hydrogen, fluoro, chloro, bromo, (C1-C4) alkyl, alkoxy. containing from 1 to 4 carbon atoms, a CH3S- or CH3CRS group, R 8 represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom or a methyl group; Rg is hydrogen, fluorine, chlorine, bromine, alkyl content ICI ^ 1 to 4 carbon atoms, alkoxy content ICI ^ 1-4 carbon atoms, trifluoraettylovou nitro- or CHjS- CnHCRS- ^ UPIN ^that 147 a) т ^ 1П R has a meaning other than hydrogen, then Ry R ^, Rg and R? it must be a hydrogen atom, a fluorine atom, a fluorine atom, a chlorine atom, a bromine atom, a methyl group or a methoxy group; R has the meaning indicated in point 5, and ^R, R ^R, W, ^X and Z maj importance Uve ^ NY in 1 7. A composition as claimed in claim 6, characterized in that it contains, as active ingredient, a compound of the formula I in which: (a) R is an oygimiliayl residue; X represents a methyl or alkoxy group having from 1 to 3 carbon atoms and Z represents a menthyl group or a methoxy group, Rj, Rj and Rg have the meanings set out in point 6, Rj has the meanings set out in point 5 and R6, R8 and R8 have the meanings given in point 5; and W has the meaning given in (1), and (O) R is a а αх ^ у ^ у residue, X is a methyl or C1-C3 group containing from 1 to 3 carbon atoms; Z is a methoxy group, Rj, Rj and Rg have the meanings given in point 6, R | has the meaning given in point 5 and R 6, R 6, and W has the meaning given in point 1. 8. A compound according to claim 7, characterized in that, as active ingredient, the compound of formula (I): R 1 is hydrogen, fluoro, chloro, bromo, C 1 -C 2 alkyl, C 1 -C 2 alk, C 1 S- or CH ₃ CH ₂ S -alkyl, and R 1, R 1 and R 3 do not appear to be hydrogen, fluorine, chlorine or methyl, and R 8 represents a hydrogen atom, a fluorine, chlorine, bromine or alkyl group having 1 to 2 carbon atoms, an alkoxy group having 1 to 2 carbon atoms, trifluoromethyl, nitro, CH ^ S- · or CHHdHSsskuppnu, R, X and Z are as defined in point 7, R is as defined in point 5 and W is as defined in point 1. 9. A compound according to claim 7, characterized in that it contains a compound of the formula I as active substance in which: R y4d, Rj, Rg and Rj are a hydrogen atom, a fluorine atom, a chlorine atom or a methyl group, R, X and Z have the meanings set out in point 7, R have the meanings set out in point 5 and W has the meanings set out in point 1. · 10. The process of claim 7, wherein the active ingredient is a compound of formula (I) wherein: Rj refers to aomm Mountain, chlorine or mnttyOv-ou slupdaua R 6, R 8 and R 8 are independent of fluorine, chlorine or methyl, with R 6 other than a hydrogen atom, then R 6 and R 8 must be hydrogen, R, X and Z are as defined in point 7, R 'is as defined in point 5 and W is as defined in point 1 » 11. The pharmaceutical composition of claim 7, wherein the active ingredient is of the formula (I): R 3 represents a fluorine, chlorine or menthyl group, R 4 and R 8 denote a hydrogen atom; R1 and Ry are a hydrogen atom, a fluorine atom, a chlorine atom or a methyl group; R, X and Z are as defined in point 7, R; has the meaning given in point 5 and W has the meaning given in point 1. 12. A composition according to claim 7, characterized in that it contains, as active ingredient, a compound of the formula I in which: 148 R1 is hydrogen, fluoro, chloro, bromo, C1-C4alkyl, C1-C4alkoxy, CH3S- or CH3CH8-S, R 1, R 1. and Βγ stands for hydrogen atoms, R 8 is hydrogen, fluoro, chloro, bromo, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, trifluoromethyl, nitro-, CH 2 S- or CH-CH 2 S-, R, X and Z are as defined in point 7, R ₁ is as defined in point 5 and W is as defined in point 1. 13. A herbicidal composition as claimed in claim 12, characterized in that it contains a compound of the formula I as active substance in which: R 1 represents a fluorine, chlorine, bromine atom, a C 1 -C 2 alkyl group or a C 1 -C 2 alkoxy group, R 8 is hydrogen, fluoro, chloro, bromo, C 1 -C 2 alkyl, C 1 -C 2 alkoxy, trifluoromethyl or nitro; R 4, and R 6 are as defined in 12, R, X and Z are as defined in 7, R | has the meaning given in point 5 and W has the meaning given in point 1. 14. A herbicidal composition as claimed in claim 12, characterized in that it contains a compound of the formula I in which it is a fluorine, chlorine, bromine, methyl or methoxy group, R 8 is hydrogen, fluorine, chlorine, bromine, methyl, methoxy or nitro, R4, and R? are as defined in paragraph 12 above, R, X and Z are as defined in paragraph 7, R ₁ is as defined in Section 5 and W is as defined in point 1. A herbicidal composition as claimed in claim 1, characterized in that it contains, as an active substance, a compound of the formula I in which R 1 | represents a group or R, Rg, Rg, Rjqi W, Q, X and Z are as defined in point 1 « 16. A herbicidal composition as claimed in claim 15, characterized in that it contains a compound of the formula I as active ingredient in which: a) R is a pyrimidinyl radical, Q is a sulfur atom, X represents a methyl or alkoxy group having 1 to 3 carbon atoms, Z represents a methyl or methoxy group, R ₁ is as defined in paragraph 15, Rg, Rg, _R10 and W are defined as in point 1, b) R is a triazinyl radical, Q is a sulfur atom, X is a methyl or alkoxy group having 1 to 3 carbon atoms, Z is a methoxy group, R ₁ is as defined in paragraph 15, Rg, Rg, _R10 and W are defined as in point 1. 17. A herbicidal composition as claimed in claim 15, characterized in that it contains a compound of the formula I as active substance in which R1 represents a group in which R8 represents a hydrogen atom and * ^R8 . R, W, X and Z are as defined in 1. 149 18. The herbicidal composition of claim 1, wherein the active ingredient comprises an obscurant sample 1 in which R is a group. 19. The herbicidal product of claim 2, wherein the active ingredient is N- [(4-methoxy-6-methilplimedin-2)] as an active ingredient. ll / sminokωrbO10''ll-2-chlorbeoztosuLOfonamid. 20. The herbicidal composition of claim 2, comprising N - [[4,6-dimethoxypiperimidin-2-yl] ε-thiophenecarbonyl] -2, -diethylbenzenesulfonamide as active ingredient. 21st herbicidal prish ^ tdek podlt Claim 2 vpzno-st Ujica by it as active ingredient obsahujt N - [/ 4-6-methfxy meehylpplimidin-2-ll / amiook-rbolnll] -2 ·· mthhlLbtoztosuLffnamid _β 22. The herbicidal composition of claim 2, wherein the active ingredient is N - [(4,6-dimethyl-4-pyrimidin-2-yl) -aminocarboin] -2-hiphenyl sulfoilemide. 23. The composition of claim 2, wherein the active ingredient is N - [[4-Methoxy-6-methyl-piperidin-2-yl] aminocarbonyl-2,2-chloro-5-methyl-benzenesulfonamide. '' 24. Herbicidal agent according to point 2, ург ^ Й: ^^! containing N - [[4,6] -dimethyl-1-pyrimidin-2-yl] -amine (U-benzin) -2,6-dichlorobenzenesulfonamide. 25. The herbicide according to claim 2, wherein the active ingredient is N - [[4,6-dimethylpyrimidin-2-yl] amino] sulfenesulfonate. -mid. 26. Herbb.cid front part of point 2., υρζ ^ - ^ Ιο! n- [^ ^θθ ^ ^θ όόΙ ό 1,3 1,3ΙΙ 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 1,3 27. The herbicidal composition of claim 2, which comprises N - [[4,6-dimethoxp-1,3,5'-azin-2-yl] -linocarboxylic acid] -2-chlorobenzenesulphonamide as active ingredient. 28. The herbicidal composition according to claim 2, comprising N - [[4,6-diethoxy-1,3,5-triazin-2-yl] aminocarbophenyl] - as active substance. -dimethox1benzenзulOf) o-mid. * 29th ^^ 101 ^ 1 ^ prfsh tdtk podlt claim 2, the meanings ujjcí st by it as the active substance content JT N- [/ 4,6-dimethoxy-1 хр _э 3 - TR-ziin221pl / emifokarboo1l] - benzenesulfonamide. 30. ^ гЫ ^^! Example 2 according to claim 2, wherein the active ingredient is N - [[4-methoxy-6-meth-1,3 -hr-azOn221yl / emifokaiboo1L]] 2 - cLO © 5 -metfoэ1rbrnztnsuli onsmid. 31. A herbicide composition as claimed in claim 2, containing as active substance N - [(4-methylphenyl) -1,6-methyl] -1,3,5-hriazin-2-ylaemine-rif 1111 -benzenesulfonamide. 32. Machine Herbb.citaí ^ rdrk podlt Claim 2 vpzno-st čjjcí by it as the active substance content jt N - [/ 4,6-dimethyl ^ H ^R 1LL, 3,5-tra.azin-2-y / emifoaarboo-11] -benzenesulfonamide.