SU171862A1 - METHOD OF OBTAINING O, O-DIALKYL-O-ARYLTIOPHOSPHATES - Google Patents
METHOD OF OBTAINING O, O-DIALKYL-O-ARYLTIOPHOSPHATESInfo
- Publication number
- SU171862A1 SU171862A1 SU906225A SU906225A SU171862A1 SU 171862 A1 SU171862 A1 SU 171862A1 SU 906225 A SU906225 A SU 906225A SU 906225 A SU906225 A SU 906225A SU 171862 A1 SU171862 A1 SU 171862A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- dialkyl
- aryltiophosphates
- obtaining
- yield
- theoretical
- Prior art date
Links
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- HPFKOFNYNQMWEF-UHFFFAOYSA-L chloro-dioxido-sulfanylidene-$l^{5}-phosphane Chemical class [O-]P([O-])(Cl)=S HPFKOFNYNQMWEF-UHFFFAOYSA-L 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- WVRFSLWCFASCIS-UHFFFAOYSA-N 3-(3-ethylcyclopentyl)propanoic acid Chemical class CCC1CCC(CCC(O)=O)C1 WVRFSLWCFASCIS-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- LHJGJYXLEPZJPM-UHFFFAOYSA-N 2,4,5-trichlorophenol Chemical compound OC1=CC(Cl)=C(Cl)C=C1Cl LHJGJYXLEPZJPM-UHFFFAOYSA-N 0.000 description 1
- KDQPMQNHVQVVMR-UHFFFAOYSA-N 2-methyl-4-nitrophenol Chemical compound CC1=CC([N+]([O-])=O)=CC=C1O KDQPMQNHVQVVMR-UHFFFAOYSA-N 0.000 description 1
- ZNOLGFHPUIJIMJ-UHFFFAOYSA-N Fenitrothion Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C(C)=C1 ZNOLGFHPUIJIMJ-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical class N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- NABCJYMXPFVERX-UHFFFAOYSA-N ethoxy-methoxy-(4-nitrophenoxy)-sulfanylidene-$l^{5}-phosphane Chemical compound CCOP(=S)(OC)OC1=CC=C([N+]([O-])=O)C=C1 NABCJYMXPFVERX-UHFFFAOYSA-N 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- -1 naphthenic acid ammonium salts Chemical class 0.000 description 1
- RLBIQVVOMOPOHC-UHFFFAOYSA-N parathion-methyl Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C=C1 RLBIQVVOMOPOHC-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Известен способ получени 0,0-диалкил-Оарилтиофосфатов взаимодействием диалкилхлортиофосфатов с замеш,енными фенолов и водными растворами оснований.A known method for the preparation of 0,0-dialkyl-Darylthiophosphates by the interaction of dialkyl chlorothiophosphates with mixed phenols and aqueous solutions of bases.
Предметом насто щего изобретени вл етс проведение реакции в присутствии аммиачных солей нафтеновых кислот, что позвол ет снизить скорость побочных процессов гидролиза и увеличить выход целевого продукта.The object of the present invention is to carry out the reaction in the presence of ammonium salts of naphthenic acids, which allows to reduce the rate of side processes of hydrolysis and increase the yield of the target product.
Способ осуществл ют следующим образом. В колбу с обратным холодильником, механической мешалкой и термометром загружают 0,2 моль соответствующего фенола, 110 мл 8%-ного водного раствора едкого натра и нагревают При перемешивании до 80°С. Затем добавл ют 1.5 г аммиачных солей нафтеновых кислот (40% от загружаемого количества диалкилхлортиофосфата ) и .при температуре постепенно загружают в течение часа диалкилхлортиофосфат. Массу выдерживают При этой температуре еще 0,5-1,5 час.The method is carried out as follows. In a flask with reflux condenser, mechanical stirrer and thermometer load 0.2 mol of the corresponding phenol, 110 ml of 8% aqueous solution of caustic soda and heated With stirring to 80 ° C. Then, 1.5 g of naphthenic acid ammonium salts (40% of the dialkyl chlorothiophosphate charge) are added and at the temperature the dialkyl chlorothiophosphate is gradually charged over an hour. Mass is maintained at this temperature for another 0.5-1.5 hours.
В течение всего процесса рН -среды должен быть 7,5-8. После отстаивани отдел ют нижний продуктовый слой, который промывают еще раз теплой водой и сзшат.During the whole process the pH-environment should be 7.5-8. After settling, the lower product layer is separated, which is washed again with warm water and dried.
Были получены следующие соединени :The following compounds were obtained:
0,0-диметил-0-4-нитрофенилтиофосфат (метафос ), выход 95-96% (от теоретического), содержание свободного л-нитрофенола 0,5- 10/0.0,0-dimethyl-0-4-nitrophenylthiophosphate (metaphos), yield 95-96% (from theoretical), the content of free l-nitrophenol 0.5-10/0.
0-метил -О -этил-0-4- нитрофенилтиофосфат (метилэтилтиофос), выход 96-98% (от теоретического ), содержание свободного /г-нитрофенола 1 -1,5%.0-methyl -O-ethyl-0-4-nitrophenylthiophosphate (methylethylthiophos), yield 96-98% (of theoretical), free / g-nitrophenol content 1 -1.5%.
О,О-диметил-О-4-нитро-3-метилфенилтиофосфат (метилнитрофос), выход 94% (от теоретического ), содержание свободного п-нитрокрезола 1,5%.O, O-dimethyl-O-4-nitro-3-methylphenylthiophosphate (methylnitrophos), yield 94% (from theoretical), free p-nitrocresol content 1.5%.
О метил-О-зтил-0-2,4,5-трихлорфенилтиофосфат (трихлорметафос-3), выход 94% (от теоретического ), содержание свободного 2,4,5трихлорфенола - следы.About methyl-O-ztil-0-2,4,5-trichlorophenylthiophosphate (trichlormetaphos-3), yield 94% (from the theoretical), the content of free 2,4,5-trichlorophenol - traces.
Предмет изобретени Subject invention
Способ получени 0,0-диалкил-О-арилтиофосфатов взаимодействием диалкилхлортиофосфатов с замещенными фенолов, отличающийс тем, что, с целью снижени скорости побочных процессов гидролиза и улучщени качества целевого продукта, процесс ведут в присутствии аммиачных солей нафтеновых кислот.A method for producing 0,0-dialkyl-O-arylthiophosphates by reacting dialkyl chlorothiophosphates with substituted phenols, characterized in that the process is carried out in the presence of ammonia salts of naphthenic acids in order to reduce the rate of hydrolysis side processes and improve the quality of the target product.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU171862A1 true SU171862A1 (en) |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2322870A1 (en) * | 1975-08-07 | 1977-04-01 | Dow Chemical Co | PROCESS FOR PREPARING PHOSPHOROTHIOATES AND PHENYLPHOSPHONOTHIOATES |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2322870A1 (en) * | 1975-08-07 | 1977-04-01 | Dow Chemical Co | PROCESS FOR PREPARING PHOSPHOROTHIOATES AND PHENYLPHOSPHONOTHIOATES |
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