SU386962A1 - UNION Iiio ^ FXHHHFGK / ^^^ - Google Patents

UNION Iiio ^ FXHHHFGK / ^^^

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Publication number
SU386962A1
SU386962A1 SU1726641A SU1726641A SU386962A1 SU 386962 A1 SU386962 A1 SU 386962A1 SU 1726641 A SU1726641 A SU 1726641A SU 1726641 A SU1726641 A SU 1726641A SU 386962 A1 SU386962 A1 SU 386962A1
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SU
USSR - Soviet Union
Prior art keywords
fxhhhfgk
iiio
union
dialkylphosphines
trifluoromethyl
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SU1726641A
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Russian (ru)
Inventor
Э. Г. Быховска Ю. А. Сизов Ю. П. Гусев И. Л. Кнун нц
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Авторы изобретени витель
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Priority to SU1726641A priority Critical patent/SU386962A1/en
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Publication of SU386962A1 publication Critical patent/SU386962A1/en

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Изобретение относитс  к области фосфорорганической химни, а именно к способу получени  новых а-фениламиноперфторизобутенилдиалкилфосфинов общей формулы NHCeHs где R - алкил. Известен способ получени  диалкилфосфидов а-моногидроперфторизомасл ной кислоты , основанный на реакции ирисоединени  дналкнлфосфннов к бис-(трнфторметил)кетену . Однако анил бис-(трифторметил)кетена в подобную реакцию с диалкилфосфинами ранее не вовлекалс  н соединени  формулы (I) в лнтературе не онисаны и  вл ютс  новыми. Они обладают физиологической активностью и могут найти применение в сельском хоз йстве. Предлагаемый способ получени  а-фениламиноперфторнзобутенилдиалкилфосфинов заключаетс  в том, что анил б«с-(трифторметил )|кетеи подвергают взаимодействию с диалкилфосфинами в среде органического растворител , например бензола, при иагревании до 100-120°С в замкнутом сосуде. Целевые продукты выдел ют известными приемами, напри1мер, перегонкой. Прнмер 1. В металлическую пробирку. предварительно продутую током углекислого газа, загружают 7,82 г (0,0309 моль) анила быс-(трифторметил).кетена и 3,64 г (0,0309 моль) диизопропилфосфина в 25 мл бензола. Пробирку помещают в автоклав и выдерживают-5-6 час при 100-120°С и переменливаиин . По окончании нагрева реакционную смесь довод т до комнатной температуры и подвергают разгонке. После отгонкн растворнтел  выде.л ют фракцию с т. кип. 95-100°С 3 мм сс-фениламиноперфторизобутенилдиизопропнлфосфин , жидкость желтого цвета. Выход 5,8-6,0 г (50-53%) ,1230, 1,4755. С 51,48; Н 5, Р 8,12; N 4,31; Пайдено, F 29,81. Вычислено, %: С 51,75; Н 5,38; Р 8,34; N 3,76; F 30,65. Дл  CieHsoPNFe. ИК v с с 1668 слг.-. Пример 2. Аналогично примеру 1 из 6 г (0,0237 моль) анила бйс-(трифторметнл)кете ,на н 3,46 г (0,0237 моль) дибутилфосфина в 25 мл сухого бензола получают 3,7 г (40%) а - фениламиноперфторизобутенилднбутилфосфина . Т. кип. 85-87°С/1 мм; d 1,1377; п24 1,4420. Найдено, %: Р 7,70; N 3,60; F 26,75. 3 Вычислено, %; Р 7,76; N 3,53; F 28,65. Дл  CisH24PNF6. ИК V с с 1665 Предмет изобретени  1. Способ получени  а-фениламиноперфторизобутенилдиалкилфосфинов , отличающийс  тем, что, анил б«с-(трифторметил)кетен под4 вергают взаимодействию с диалкилфосфииом в среде органического растворител , например бензола, при нагревании с последующим выделением целевого продукта известными 5приемами. 2. Способ по п. 1, отличающийс  тем, что нагревание ведут до 100-120°С в замкнутом сосуде.This invention relates to the field of organophosphorus hymni, namely to a method for producing new a-phenylaminoperfluoroisobutenyl dialkylphosphines of the general formula NHCeHs where R is alkyl. A known method of producing dialkylphosphides of α-monohydroperfluoroisobutyric acid, based on the reaction of the binding of dinaphosphones to bis (trfluoromethyl) ketene. However, anilyl bis- (trifluoromethyl) ketene in a similar reaction with dialkylphosphines has not previously involved; compounds of formula (I) are not insane in the literature and are new. They have physiological activity and can be used in agriculture. The proposed method for the preparation of a-phenylaminoperfluoro-n-butenyl dialkylphosphines consists in the fact that anil? B? C- (trifluoromethyl) | ketei is reacted with dialkylphosphines in an organic solvent, for example benzene, when heated to 100-120 ° C in a closed vessel. Target products are isolated by known methods, for example, by distillation. Prnmer 1. In a metal tube. 7.82 g (0.0309 mol) of anil by- (trifluoromethyl) .ketene and 3.64 g (0.0309 mol) of diisopropylphosphine in 25 ml of benzene are charged with a precursor of carbon dioxide. The tube is placed in an autoclave and incubated for 5-6 hours at 100-120 ° C and changeable. After heating is completed, the reaction mixture is brought to room temperature and subjected to distillation. After distilling off the solvent, the fraction with m.p. 95-100 ° С 3 mm ss-phenylaminoperfluoroisobutenyl diisopropylphosphine, yellow liquid. Yield 5.8-6.0 g (50-53%), 1230, 1.4755. C, 51.48; H 5, R 8.12; N 4.31; Paydeno, F 29.81. Calculated,%: C, 51.75; H 5.38; P 8.34; N 3.76; F 30.65. For CieHsoPNFe. IR v with s 1668 slg. Example 2. Analogously to example 1 of 6 g (0.0237 mol) of anilo bye- (trifluoromethyl) keto, on n 3.46 g (0.0237 mol) of dibutylphosphine in 25 ml of dry benzene, 3.7 g (40%) are obtained and - phenylaminoperfluoroisobutenylnbutylphosphine. T. Kip. 85-87 ° C / 1 mm; d 1.1377; P24 1.4420. Found,%: P 7.70; N 3.60; F 26.75. 3 Calculated,%; P 7.76; N 3.53; F 28.65. For CisH24PNF6. IR V c s 1665 Subject of the Invention 1. A method for the preparation of a-phenylaminoperfluoroisobutenyl dialkylphosphines, characterized in that anil "b" c- (trifluoromethyl) ketene is reacted with dialkylphosphine in an organic solvent, for example benzene, by heating and then isolating the target product with known 5 receptions. 2. A method according to claim 1, characterized in that the heating is carried out to 100-120 ° C in a closed vessel.

SU1726641A 1971-12-17 1971-12-17 UNION Iiio ^ FXHHHFGK / ^^^ SU386962A1 (en)

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Application Number Priority Date Filing Date Title
SU1726641A SU386962A1 (en) 1971-12-17 1971-12-17 UNION Iiio ^ FXHHHFGK / ^^^

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SU1726641A SU386962A1 (en) 1971-12-17 1971-12-17 UNION Iiio ^ FXHHHFGK / ^^^

Publications (1)

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SU386962A1 true SU386962A1 (en) 1973-06-21

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SU1726641A SU386962A1 (en) 1971-12-17 1971-12-17 UNION Iiio ^ FXHHHFGK / ^^^

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