GB985466A - N-substituted amides of o,o-difluoroalkyldithiophosphoryl-acetic acids - Google Patents
N-substituted amides of o,o-difluoroalkyldithiophosphoryl-acetic acidsInfo
- Publication number
- GB985466A GB985466A GB975763A GB975763A GB985466A GB 985466 A GB985466 A GB 985466A GB 975763 A GB975763 A GB 975763A GB 975763 A GB975763 A GB 975763A GB 985466 A GB985466 A GB 985466A
- Authority
- GB
- United Kingdom
- Prior art keywords
- atom
- hydrogen atom
- general formula
- alkyl radicals
- products
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 N-substituted amides Chemical class 0.000 title abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- TXNSZCSYBXHETP-UHFFFAOYSA-N 2-chloro-n-(hydroxymethyl)acetamide Chemical compound OCNC(=O)CCl TXNSZCSYBXHETP-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 125000001153 fluoro group Chemical group F* 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 230000000749 insecticidal effect Effects 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 abstract 2
- CIRVBUOHMNOQEJ-UHFFFAOYSA-N 2-chloro-n-(methoxymethyl)acetamide Chemical compound COCNC(=O)CCl CIRVBUOHMNOQEJ-UHFFFAOYSA-N 0.000 abstract 1
- KPPBWNUXZMBBPU-UHFFFAOYSA-N 2-chloro-n-(propoxymethyl)acetamide Chemical compound CCCOCNC(=O)CCl KPPBWNUXZMBBPU-UHFFFAOYSA-N 0.000 abstract 1
- 241001124076 Aphididae Species 0.000 abstract 1
- 241001425390 Aphis fabae Species 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000002780 morpholines Chemical class 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention comprises compounds having the general formula <FORM:0985466/C2/1> in which R and R1 are the same or different linear or branched chain alkyl radicals in which a hydrogen atom is replaced by a fluorine atom (e.g. FCH2.CH2), R2 is a hydrogen atom and R3 is a radical of the type -CH2XR1 in which R1 is a C1-C4 alkyl group and X is an O or S atom or R2 and R3 together with the amidic nitrogen atom form a morpholine nucleus. They may be obtained by a process analogous to that disclosed in Specification 975,845 in which similar products are obtained by reacting a salt of an O,O-bis-(fluoroalkyl) dithiophosphoric acid with an halo-acetamide of the general formula Hal.CH2.CO.N(R2)(R3) (wherein R2 and R3 are C1-C4 alkyl radicals, cyanoalkyl radicals or H atoms) in the presence of a solvent for both reactants. The products have insecticidal properties (see Division A5). N - Methoxymethylchloroacetamide is obtained by heating N-methylolchloroacetamide with an excess of methanol in a medium acidified with anhydrous HCl. N-propoxymethylchloroacetamide is obtained by heating N-methylolchloroacetamide with n-propyl alcohol in ethyl acetate solution in the presence of anhydrous HCl.ALSO:An insecticidal composition contains as active ingredient a dithiophosphate compound of the formula <FORM:0985466/A5-A6/1> in which R and R1 are the same or different linear or branched chain alkyl radicals in which a hydrogen atom is substituted by a fluorine atom (e.g. beta-fluoroethyl), R2 is a hydrogen atom and R3 is a radical of the type -CH2XR1 in which R1 is a C1-C4 alkyl group, or R2 and R3 together with the amidic nitrogen form a morpholinic nucleus, and X is an oxygen or sulphur atom (see Division C2). The composition may be applied to aphis fabae to exterminate the latter and the results of tests for the activity against aphids of various products of the above general formula are given, the tests being carried out under the conditions described in Specification 975,845.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT716462 | 1962-04-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB985466A true GB985466A (en) | 1965-03-10 |
Family
ID=11124527
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB975763A Expired GB985466A (en) | 1962-04-11 | 1963-03-12 | N-substituted amides of o,o-difluoroalkyldithiophosphoryl-acetic acids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB985466A (en) |
-
1963
- 1963-03-12 GB GB975763A patent/GB985466A/en not_active Expired
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