SU202136A1 - METHOD OF OBTAINING ETHER-ALKYL-Y-a-OXY-p, p, p- - Google Patents
METHOD OF OBTAINING ETHER-ALKYL-Y-a-OXY-p, p, p-Info
- Publication number
- SU202136A1 SU202136A1 SU1089439A SU1089439A SU202136A1 SU 202136 A1 SU202136 A1 SU 202136A1 SU 1089439 A SU1089439 A SU 1089439A SU 1089439 A SU1089439 A SU 1089439A SU 202136 A1 SU202136 A1 SU 202136A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- alkyl
- oxy
- ether
- obtaining ether
- obtaining
- Prior art date
Links
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- HFFLGKNGCAIQMO-UHFFFAOYSA-N Chloral Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- -1 N-substituted amide acids Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 description 1
- KKUKTXOBAWVSHC-UHFFFAOYSA-N dimethyl hydrogen phosphate Chemical compound COP(O)(=O)OC KKUKTXOBAWVSHC-UHFFFAOYSA-N 0.000 description 1
- 230000000749 insecticidal Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000000361 pesticidal Effects 0.000 description 1
- TVZOVEUMXMVYGZ-UHFFFAOYSA-N propylaminophosphonic acid Chemical compound CCCNP(O)(O)=O TVZOVEUMXMVYGZ-UHFFFAOYSA-N 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
Description
Изобретение относитс к способам получени N-замещенных амидов кислот п тивалентного фосфора, многие из которых про вл ют ценные инсектицидные и пестицидные свойства . Предлагаемый способ получени эфиров N- алкил -N-a- окси-р,р,р-трихлорэтиламидофосфорных кислот основан на взаимодейстВИИ N-моноалкилзамещенных эфироамидов кислот п тивалентного фосфора с хлоралем в присутствии серной кислоты. Выходы целевых продуктов 50-60.%. Пример 1. Смесь 19,5 г (0,1 моль диэтилового эфира N-пропиламида фосфорной кислоты , 14,8 г (0,1 моль) хлорал и 0,5 мл концентрированной H2S04 выдерживают при комнатной температуре три дн . Кристаллический продукт перекристаллизовывают из бензола. Получают 21,3 г (62.%) диэтилового эфира Ы-пропил-М-а-окси-р,р,|3-трихлорэтиламида фосфорной кислоты с т. пл. 122--123°С. CsHiaClsNOiP. Найдено, %: С 31,80; 31,86; П 5,71; 5,80; N 3,90; 3,85; Р 9,11; 9,01; С1 31,00; 31,11. Вычислено, %: С 31,53; Н 5,54; N 4,08; С1 31,09; Р 9,05. Аналогично получают диметиловый эфир М-бутил-М-а-окси-|3,|3,р-трихлорэтиламида фосфорной кислоты с т. ПЛ. 125-128°С и выходом 50,8%. CgHiTClsNOiP. Найдено, %: Р 8,95; 9,03; С1 32,23; 32,16. Вычислено, %: Р 9,43; С1 32,42. Предмет изобретени Способ получени эфиров Н-алкил-М-а-окси-р ,р,р-трихлорэтил ампдофосфорных кислот взаимодействием эфиров N-моноалкиламидофосфорных кислот с хлоралем в присутствии катализаторов, отличающийс тем, что, с целью расширени ассортимента катализаторов , в качестве последних используют серную кислоту.The invention relates to methods for the preparation of N-substituted amide acids of pentavalent phosphorus, many of which exhibit valuable insecticidal and pesticidal properties. The proposed method for the preparation of N-alkyl-N-a-hydroxy-p, p, p-trichloroethylamidophosphoric acid esters is based on the interaction of N-monoalkyl-substituted ether-esters of pyvalent phosphorus with chloral in the presence of sulfuric acid. The outputs of the target products 50-60.%. Example 1. A mixture of 19.5 g (0.1 mol of phosphoric acid N-propyl amide diethyl ether, 14.8 g (0.1 mol) of chloral, and 0.5 ml of concentrated H2SO4 is kept at room temperature for three days. The crystalline product is recrystallized from benzene. 21.3 g (62.%) of N-propyl-M-a-hydroxy-p, p, 3-trichloroethylamide phosphoric acid diethyl ester is obtained with mp 122-1-123 ° C. CsHiaClsNOiP. Found %: C 31.80; 31.86; P 5.71; 5.80; N 3.90; 3.85; P 9.11; 9.01; C1 31.00; 31.11. Calculated,% : C 31.53; H 5.54; N 4.08; C1 31.09; P 9.05. M-butyl-M-a-hydroxy- 3, | 3, p-trichlorethylamide phosphoric dimethyl ester is obtained in a similar way. acids with t. P. 125-128 ° C and yield 50.8%. CgHiTClsNOiP. Found,%: P 8.95; 9.03; C1 32.23; 32.16. Calculated,%: P 9.43; C1 32, 42. The subject of the invention. A method for producing H-alkyl-M-a-hydroxy-p, p, p-trichloroethyl ampdophosphoric esters by reacting N-monoalkylamidophosphoric esters with chloral in the presence of catalysts, characterized in that as the latter, sulfuric acid is used.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU202136A1 true SU202136A1 (en) |
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