DD283995A5 - Verfahren zur herstellung eines benzamid-derivats - Google Patents
Verfahren zur herstellung eines benzamid-derivats Download PDFInfo
- Publication number
- DD283995A5 DD283995A5 DD88318212A DD31821288A DD283995A5 DD 283995 A5 DD283995 A5 DD 283995A5 DD 88318212 A DD88318212 A DD 88318212A DD 31821288 A DD31821288 A DD 31821288A DD 283995 A5 DD283995 A5 DD 283995A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- och
- compound
- nhco
- formula
- conhc
- Prior art date
Links
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical class NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title abstract description 4
- -1 alkoxyalkoxyalkoxy Chemical group 0.000 claims abstract description 16
- 238000002360 preparation method Methods 0.000 claims abstract description 14
- 150000003936 benzamides Chemical class 0.000 claims abstract description 12
- 239000005648 plant growth regulator Substances 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 10
- 230000008569 process Effects 0.000 claims abstract description 6
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
- 241000282326 Felis catus Species 0.000 claims abstract description 3
- 125000005819 alkenylalkoxy group Chemical group 0.000 claims abstract description 3
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims abstract description 3
- 125000004663 dialkyl amino group Chemical group 0.000 claims abstract description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 3
- 150000001767 cationic compounds Chemical group 0.000 claims abstract 2
- 150000002892 organic cations Chemical class 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims description 63
- 239000007864 aqueous solution Substances 0.000 claims description 11
- 239000003960 organic solvent Substances 0.000 claims description 7
- KXMLISZPPBOPSJ-UHFFFAOYSA-N 2-[4-[(2,3-dichlorophenyl)carbamoyl]phenoxy]acetyl chloride Chemical compound C1=CC(OCC(=O)Cl)=CC=C1C(=O)NC1=CC=CC(Cl)=C1Cl KXMLISZPPBOPSJ-UHFFFAOYSA-N 0.000 claims description 5
- 150000007529 inorganic bases Chemical class 0.000 claims description 5
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 4
- 150000007530 organic bases Chemical class 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 1
- 101150065749 Churc1 gene Proteins 0.000 claims 1
- 102100038239 Protein Churchill Human genes 0.000 claims 1
- 238000012360 testing method Methods 0.000 description 43
- 241000196324 Embryophyta Species 0.000 description 39
- 238000011282 treatment Methods 0.000 description 36
- 239000000203 mixture Substances 0.000 description 33
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 21
- 238000009472 formulation Methods 0.000 description 21
- 239000000243 solution Substances 0.000 description 21
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 19
- 239000004563 wettable powder Substances 0.000 description 17
- 230000002363 herbicidal effect Effects 0.000 description 15
- 240000007594 Oryza sativa Species 0.000 description 13
- 239000004480 active ingredient Substances 0.000 description 12
- 230000012010 growth Effects 0.000 description 12
- 235000010469 Glycine max Nutrition 0.000 description 11
- 235000013399 edible fruits Nutrition 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 230000009036 growth inhibition Effects 0.000 description 11
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- 244000068988 Glycine max Species 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 231100000674 Phytotoxicity Toxicity 0.000 description 9
- 235000007164 Oryza sativa Nutrition 0.000 description 8
- 239000004495 emulsifiable concentrate Substances 0.000 description 8
- 239000008187 granular material Substances 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- 241000209140 Triticum Species 0.000 description 7
- 235000021307 Triticum Nutrition 0.000 description 7
- 239000000428 dust Substances 0.000 description 7
- 239000004009 herbicide Substances 0.000 description 7
- 235000009566 rice Nutrition 0.000 description 7
- 239000002689 soil Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000004927 clay Substances 0.000 description 6
- 238000011161 development Methods 0.000 description 6
- 230000018109 developmental process Effects 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 6
- GXQNORLREDWASL-UHFFFAOYSA-N 2-[4-[(2,3-dichlorophenyl)carbamoyl]phenoxy]acetic acid Chemical compound C1=CC(OCC(=O)O)=CC=C1C(=O)NC1=CC=CC(Cl)=C1Cl GXQNORLREDWASL-UHFFFAOYSA-N 0.000 description 5
- 240000008042 Zea mays Species 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 244000055702 Amaranthus viridis Species 0.000 description 4
- 235000004135 Amaranthus viridis Nutrition 0.000 description 4
- 244000152970 Digitaria sanguinalis Species 0.000 description 4
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 241000220259 Raphanus Species 0.000 description 4
- 235000006140 Raphanus sativus var sativus Nutrition 0.000 description 4
- 241000208422 Rhododendron Species 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- 239000004531 microgranule Substances 0.000 description 4
- APZBIZQJTSQLSY-UHFFFAOYSA-N n-(2,3-dichlorophenyl)-4-hydroxybenzamide Chemical compound C1=CC(O)=CC=C1C(=O)NC1=CC=CC(Cl)=C1Cl APZBIZQJTSQLSY-UHFFFAOYSA-N 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 240000006122 Chenopodium album Species 0.000 description 3
- 235000009344 Chenopodium album Nutrition 0.000 description 3
- 244000052363 Cynodon dactylon Species 0.000 description 3
- 240000005979 Hordeum vulgare Species 0.000 description 3
- 235000007340 Hordeum vulgare Nutrition 0.000 description 3
- 244000046052 Phaseolus vulgaris Species 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 240000000111 Saccharum officinarum Species 0.000 description 3
- 235000007201 Saccharum officinarum Nutrition 0.000 description 3
- 241001408202 Sagittaria pygmaea Species 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000003306 harvesting Methods 0.000 description 3
- 238000003359 percent control normalization Methods 0.000 description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 description 3
- 238000004904 shortening Methods 0.000 description 3
- 239000012749 thinning agent Substances 0.000 description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical class CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- 244000020190 Azalea indica Species 0.000 description 2
- 235000002498 Azalea indica Nutrition 0.000 description 2
- 241001656898 Buxus microphylla Species 0.000 description 2
- 241001574250 Diabelia serrata Species 0.000 description 2
- 241000192040 Echinochloa phyllopogon Species 0.000 description 2
- 241000599731 Enkianthus perulatus Species 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 240000006570 Euonymus japonicus Species 0.000 description 2
- 235000016796 Euonymus japonicus Nutrition 0.000 description 2
- 240000005308 Juniperus chinensis Species 0.000 description 2
- 244000081841 Malus domestica Species 0.000 description 2
- 235000011430 Malus pumila Nutrition 0.000 description 2
- 235000015103 Malus silvestris Nutrition 0.000 description 2
- 240000000178 Monochoria vaginalis Species 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 241001163113 Photinia glabra Species 0.000 description 2
- 241000209504 Poaceae Species 0.000 description 2
- 244000294611 Punica granatum Species 0.000 description 2
- 235000014360 Punica granatum Nutrition 0.000 description 2
- 241000607059 Solidago Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 244000098338 Triticum aestivum Species 0.000 description 2
- 235000007244 Zea mays Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 239000000440 bentonite Substances 0.000 description 2
- 229910000278 bentonite Inorganic materials 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 235000005489 dwarf bean Nutrition 0.000 description 2
- 230000035784 germination Effects 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 230000008635 plant growth Effects 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 230000005070 ripening Effects 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 244000082735 tidal marsh flat sedge Species 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- 244000291564 Allium cepa Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- 229930192334 Auxin Natural products 0.000 description 1
- 101100368700 Caenorhabditis elegans tac-1 gene Proteins 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 241000817048 Cyperus microiria Species 0.000 description 1
- 241000192043 Echinochloa Species 0.000 description 1
- 229930191978 Gibberellin Natural products 0.000 description 1
- 240000008415 Lactuca sativa Species 0.000 description 1
- 235000003228 Lactuca sativa Nutrition 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 244000070406 Malus silvestris Species 0.000 description 1
- 240000003433 Miscanthus floridulus Species 0.000 description 1
- 241000878006 Miscanthus sinensis Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 235000019057 Raphanus caudatus Nutrition 0.000 description 1
- 244000088415 Raphanus sativus Species 0.000 description 1
- 235000011380 Raphanus sativus Nutrition 0.000 description 1
- 241000202758 Scirpus Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 235000003621 Solidago canadensis var scabra Nutrition 0.000 description 1
- 240000003774 Solidago canadensis var. scabra Species 0.000 description 1
- 235000010724 Wisteria floribunda Nutrition 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000008485 antagonism Effects 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- 239000002363 auxin Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 210000005069 ears Anatomy 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- PQJJJMRNHATNKG-UHFFFAOYSA-N ethyl bromoacetate Chemical compound CCOC(=O)CBr PQJJJMRNHATNKG-UHFFFAOYSA-N 0.000 description 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 210000003608 fece Anatomy 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- IXORZMNAPKEEDV-UHFFFAOYSA-N gibberellic acid GA3 Natural products OC(=O)C1C2(C3)CC(=C)C3(O)CCC2C2(C=CC3O)C1C3(C)C(=O)O2 IXORZMNAPKEEDV-UHFFFAOYSA-N 0.000 description 1
- 239000003448 gibberellin Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 229910001502 inorganic halide Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 230000036244 malformation Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- WAFPBMQMTZNMHD-UHFFFAOYSA-N n-(2,3-dichlorophenyl)-4-[2-oxo-2-(propan-2-ylamino)ethoxy]benzamide Chemical compound C1=CC(OCC(=O)NC(C)C)=CC=C1C(=O)NC1=CC=CC(Cl)=C1Cl WAFPBMQMTZNMHD-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000003375 plant hormone Substances 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 230000005082 stem growth Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/56—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
- A01N39/04—Aryloxy-acetic acids; Derivatives thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62182369A JPH0725725B2 (ja) | 1987-07-23 | 1987-07-23 | ベンズアミド誘導体 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD283995A5 true DD283995A5 (de) | 1990-10-31 |
Family
ID=16117106
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD88318212A DD283995A5 (de) | 1987-07-23 | 1988-07-22 | Verfahren zur herstellung eines benzamid-derivats |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4878942A (da) |
| EP (1) | EP0300454B1 (da) |
| JP (1) | JPH0725725B2 (da) |
| KR (1) | KR950006895B1 (da) |
| CN (1) | CN1015624B (da) |
| AU (1) | AU600379B2 (da) |
| BG (3) | BG47341A3 (da) |
| BR (1) | BR8803667A (da) |
| CA (1) | CA1297894C (da) |
| DD (1) | DD283995A5 (da) |
| DE (1) | DE3867743D1 (da) |
| DK (1) | DK414188A (da) |
| ES (1) | ES2038251T3 (da) |
| HU (2) | HU202829B (da) |
| IN (1) | IN169558B (da) |
| NZ (1) | NZ225491A (da) |
| PH (1) | PH25340A (da) |
| PL (2) | PL152195B1 (da) |
| RO (3) | RO104331B1 (da) |
| SU (1) | SU1788881A3 (da) |
| YU (1) | YU135488A (da) |
| ZA (1) | ZA885347B (da) |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06683B2 (ja) * | 1987-03-05 | 1994-01-05 | 保土谷化学工業株式会社 | 植物生長調節剤 |
| JPH0742259B2 (ja) * | 1988-12-23 | 1995-05-10 | 保土谷化学工業株式会社 | ベンズアミド誘導体 |
| US5042980A (en) * | 1989-05-26 | 1991-08-27 | C. R. Bard, Inc. | Optical fiber diffusion tip for uniform illumination |
| US5714167A (en) * | 1992-06-15 | 1998-02-03 | Emisphere Technologies, Inc. | Active agent transport systems |
| US6099856A (en) * | 1992-06-15 | 2000-08-08 | Emisphere Technologies, Inc. | Active agent transport systems |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1077936A (en) * | 1964-09-08 | 1967-08-02 | Smith & Nephew | Substituted benzanilides |
| US3549689A (en) * | 1967-05-23 | 1970-12-22 | Sandoz Ag | Phenoxy-alkanoic acids |
| JPS5576851A (en) * | 1978-12-05 | 1980-06-10 | Hodogaya Chem Co Ltd | Benzamide derivative and herbicide containing the same |
| JPS5673055A (en) * | 1979-11-20 | 1981-06-17 | Hodogaya Chem Co Ltd | Benzamide derivative and herbicide containing the same |
| FR2598146B1 (fr) * | 1986-04-30 | 1989-01-20 | Rech Ind | Nouveau procede de preparation de fibrates. |
| ES2051843T3 (es) * | 1987-05-11 | 1994-07-01 | Ono Pharmaceutical Co | Un proceso para la preparacion de un derivado del acido benzoilaminofenoxibutanico. |
-
1987
- 1987-07-23 JP JP62182369A patent/JPH0725725B2/ja not_active Expired - Lifetime
-
1988
- 1988-07-13 YU YU01354/88A patent/YU135488A/xx unknown
- 1988-07-20 EP EP88111696A patent/EP0300454B1/en not_active Expired - Lifetime
- 1988-07-20 DE DE8888111696T patent/DE3867743D1/de not_active Expired - Fee Related
- 1988-07-20 RO RO14604488A patent/RO104331B1/ro unknown
- 1988-07-20 BG BG85004A patent/BG47341A3/xx unknown
- 1988-07-20 RO RO146045A patent/RO104332B1/ro unknown
- 1988-07-20 RO RO1988134585A patent/RO102513B1/ro unknown
- 1988-07-20 NZ NZ225491A patent/NZ225491A/xx unknown
- 1988-07-20 ES ES198888111696T patent/ES2038251T3/es not_active Expired - Lifetime
- 1988-07-21 HU HU883794A patent/HU202829B/hu not_active IP Right Cessation
- 1988-07-21 HU HU883749A patent/HUT49565A/hu unknown
- 1988-07-21 CN CN88104574A patent/CN1015624B/zh not_active Expired
- 1988-07-21 CA CA000572645A patent/CA1297894C/en not_active Expired - Fee Related
- 1988-07-21 US US07/222,256 patent/US4878942A/en not_active Expired - Fee Related
- 1988-07-21 PL PL1988273851A patent/PL152195B1/pl unknown
- 1988-07-21 IN IN610/CAL/88A patent/IN169558B/en unknown
- 1988-07-21 PL PL88279477A patent/PL279477A1/xx unknown
- 1988-07-22 AU AU19723/88A patent/AU600379B2/en not_active Ceased
- 1988-07-22 PH PH37260A patent/PH25340A/en unknown
- 1988-07-22 BR BR8803667A patent/BR8803667A/pt not_active Application Discontinuation
- 1988-07-22 DD DD88318212A patent/DD283995A5/de not_active IP Right Cessation
- 1988-07-22 DK DK414188A patent/DK414188A/da not_active Application Discontinuation
- 1988-07-22 ZA ZA885347A patent/ZA885347B/xx unknown
- 1988-07-22 SU SU884356228A patent/SU1788881A3/ru active
- 1988-07-23 KR KR1019880009285A patent/KR950006895B1/ko not_active IP Right Cessation
-
1989
- 1989-06-23 BG BG86954/89A patent/BG47495A3/xx unknown
- 1989-07-20 BG BG86955/89A patent/BG47496A3/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK414188D0 (da) | 1988-07-22 |
| NZ225491A (en) | 1990-02-26 |
| CA1297894C (en) | 1992-03-24 |
| BG47495A3 (en) | 1990-07-16 |
| HU202829B (en) | 1991-04-29 |
| RO102513B1 (en) | 1992-11-02 |
| PL273851A1 (en) | 1989-09-18 |
| BG47496A3 (en) | 1990-07-16 |
| PL152195B1 (en) | 1990-11-30 |
| EP0300454A2 (en) | 1989-01-25 |
| EP0300454B1 (en) | 1992-01-15 |
| HUT49565A (en) | 1989-10-30 |
| JPH0725725B2 (ja) | 1995-03-22 |
| RO104332B1 (en) | 1993-01-10 |
| IN169558B (da) | 1991-11-09 |
| PH25340A (en) | 1991-05-13 |
| KR890001955A (ko) | 1989-04-06 |
| AU600379B2 (en) | 1990-08-09 |
| RO104331B1 (en) | 1993-04-15 |
| DK414188A (da) | 1989-01-24 |
| ES2038251T3 (es) | 1993-07-16 |
| KR950006895B1 (ko) | 1995-06-26 |
| DE3867743D1 (de) | 1992-02-27 |
| YU135488A (en) | 1990-02-28 |
| PL279477A1 (en) | 1989-10-16 |
| AU1972388A (en) | 1989-01-27 |
| BG47341A3 (en) | 1990-06-15 |
| EP0300454A3 (en) | 1989-04-12 |
| BR8803667A (pt) | 1989-02-14 |
| JPS6429348A (en) | 1989-01-31 |
| US4878942A (en) | 1989-11-07 |
| ZA885347B (en) | 1989-04-26 |
| SU1788881A3 (ru) | 1993-01-15 |
| CN1030751A (zh) | 1989-02-01 |
| CN1015624B (zh) | 1992-02-26 |
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