IL31378A - Process for the preparation of thiolphosphoric acid o,s-dialkyl ester amides and insecticidal compositions containing them - Google Patents
Process for the preparation of thiolphosphoric acid o,s-dialkyl ester amides and insecticidal compositions containing themInfo
- Publication number
- IL31378A IL31378A IL31378A IL3137869A IL31378A IL 31378 A IL31378 A IL 31378A IL 31378 A IL31378 A IL 31378A IL 3137869 A IL3137869 A IL 3137869A IL 31378 A IL31378 A IL 31378A
- Authority
- IL
- Israel
- Prior art keywords
- ester
- ester amide
- admixture
- carrier
- ammonia
- Prior art date
Links
- -1 ester amides Chemical class 0.000 title claims description 24
- 238000000034 method Methods 0.000 title claims description 21
- 239000002253 acid Substances 0.000 title claims description 15
- 239000000203 mixture Substances 0.000 title claims description 14
- 230000000749 insecticidal effect Effects 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 22
- 229910021529 ammonia Inorganic materials 0.000 claims description 11
- 239000003085 diluting agent Substances 0.000 claims description 10
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- 241000607479 Yersinia pestis Species 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 7
- 238000001816 cooling Methods 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims description 4
- 235000019270 ammonium chloride Nutrition 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 241000238631 Hexapoda Species 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000002917 insecticide Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 229940100198 alkylating agent Drugs 0.000 description 2
- 239000002168 alkylating agent Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000009885 systemic effect Effects 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000001035 methylating effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- WQYSXVGEZYESBR-UHFFFAOYSA-N thiophosphoryl chloride Chemical compound ClP(Cl)(Cl)=S WQYSXVGEZYESBR-UHFFFAOYSA-N 0.000 description 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
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2404—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/2408—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic of hydroxyalkyl compounds
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681668094 DE1668094C3 (de) | 1968-02-13 | 1968-02-13 | Verfahren zur Herstellung von Thtolphosphorsäure- O,S-dialkylester-amiden |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL31378A0 IL31378A0 (en) | 1969-03-27 |
| IL31378A true IL31378A (en) | 1971-12-29 |
Family
ID=5686069
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL31378A IL31378A (en) | 1968-02-13 | 1969-01-07 | Process for the preparation of thiolphosphoric acid o,s-dialkyl ester amides and insecticidal compositions containing them |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3839512A (xx) |
| JP (1) | JPS5136251B1 (xx) |
| BE (1) | BE728355A (xx) |
| CH (1) | CH505857A (xx) |
| ES (1) | ES363506A1 (xx) |
| FR (1) | FR2001829A1 (xx) |
| GB (1) | GB1230951A (xx) |
| IL (1) | IL31378A (xx) |
-
1969
- 1969-01-07 IL IL31378A patent/IL31378A/en unknown
- 1969-01-08 CH CH21369A patent/CH505857A/de not_active IP Right Cessation
- 1969-01-24 US US00793873A patent/US3839512A/en not_active Expired - Lifetime
- 1969-02-07 JP JP44008798A patent/JPS5136251B1/ja active Pending
- 1969-02-11 ES ES363506A patent/ES363506A1/es not_active Expired
- 1969-02-13 GB GB1230951D patent/GB1230951A/en not_active Expired
- 1969-02-13 BE BE728355D patent/BE728355A/xx not_active IP Right Cessation
- 1969-02-13 FR FR6903470A patent/FR2001829A1/fr not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| ES363506A1 (es) | 1971-01-01 |
| BE728355A (xx) | 1969-08-13 |
| IL31378A0 (en) | 1969-03-27 |
| JPS5136251B1 (xx) | 1976-10-07 |
| US3839512A (en) | 1974-10-01 |
| GB1230951A (xx) | 1971-05-05 |
| FR2001829A1 (xx) | 1969-10-03 |
| CH505857A (de) | 1971-04-15 |
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