SU568645A1 - Method of obtaining heterocyclic analogues of a-distyrylbenzol - Google Patents

Method of obtaining heterocyclic analogues of a-distyrylbenzol

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Publication number
SU568645A1
SU568645A1 SU7502154843A SU2154843A SU568645A1 SU 568645 A1 SU568645 A1 SU 568645A1 SU 7502154843 A SU7502154843 A SU 7502154843A SU 2154843 A SU2154843 A SU 2154843A SU 568645 A1 SU568645 A1 SU 568645A1
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SU
USSR - Soviet Union
Prior art keywords
benzoxazolyl
oxazolyl
condensation
distyrylbenzol
obtaining
Prior art date
Application number
SU7502154843A
Other languages
Russian (ru)
Inventor
Евгений Антонович Лукьянец
Евгения Михайловна Вернигор
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Предприятие П/Я А-7850
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Application filed by Предприятие П/Я А-7850 filed Critical Предприятие П/Я А-7850
Priority to SU7502154843A priority Critical patent/SU568645A1/en
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Publication of SU568645A1 publication Critical patent/SU568645A1/en

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Description

1one

Изобретение относитс  к улучшенному способу получени  гетероциклических аналогов л-дистирилбензола, которые могут найти применение в квантовой электронике.This invention relates to an improved process for the preparation of heterocyclic analogs of l-distyrylbenzene, which can be used in quantum electronics.

Известен способ получени  1,4-ди- :р-(бензоксазолил-2 )-1винил - или 1,4-ди-{р-(бензотиазолил-2 ) -винил -бензола взаимодействием 2-метилпроизвод:НЫх соответствующих гетероциклов с терефталевым альдегидом в кип щем метаноле в присутствии метилата кали , едкого натра, хлористого цинка 1.A known method for the preparation of 1,4-di-: p- (benzoxazolyl-2) -1-vinyl - or 1,4-di- {p- (benzothiazolyl-2) -vinyl-benzene by the interaction of 2-methylproduct: of corresponding heterocycles with terephthalic aldehyde in boiling methanol in the presence of potassium methylate, caustic soda, zinc chloride 1.

Недостатком известного способа  вл етс  низкий выход целевого продукта (-10%).The disadvantage of this method is the low yield of the target product (-10%).

Целью изобретени   вл етс  повышение выхода целевого продукта и расширение ассортимента получаемых продуктов. Поставленна  цель достигаетс  описываемым способом получени  гетероаиалогов л-дистирилбензола общей формулыThe aim of the invention is to increase the yield of the target product and expand the range of products obtained. The goal is achieved by the described method of obtaining heteroalogs of L-distyrylbenzene of the general formula

А-СН СН:н .сн-АA-CH CH: n.sn-A

дегидом в апротонном растворителе в присутствии едкого кали.dehydrated in an aprotic solvent in the presence of potassium hydroxide.

В качестве апротонного растворител  предпочтительно использовать диметилформамид. Возможно использование гексаметанола, диметилсульфоксида .As an aprotic solvent, it is preferable to use dimethylformamide. The use of hexamethanol, dimethyl sulfoxide is possible.

Пример. К смеси 0,003 мол  2-метилбензоксазола и 0,1-0,16 мол  КОН в 15-50 млExample. To a mixture of 0.003 mol of 2-methylbenzoxazole and 0.1-0.16 mol of KOH in 15-50 ml

диметилформамида прибавл ют по капл м при перемешивании при комнатной температуре раствор 0,01 мол  терефталевого альдегида в 20 мл диметилформамида, перемешивание продолжают еще 1 ч. Затем реакционную массу разлагают прибавлением 10%-ной сол ной кислоты до слабокислой реакции, выпавший осадок 1,4-ди- р-(бензоксазолил-2)винил -бензола отфильтровывают, промывают водой и небольшим количеством (V 10 мл)dimethylformamide is added dropwise with stirring at room temperature a solution of 0.01 mol of terephthalic aldehyde in 20 ml of dimethyl formamide, stirring is continued for another 1 hour. Then the reaction mass is decomposed by adding 10% hydrochloric acid to a weak acid reaction, the precipitated 1,4 -dir- (benzoxazolyl-2) vinylbenzene is filtered off, washed with water and a small amount (V 10 ml)

метанола. Выход составл ет 95%- Очистка полученного соединени  достигаетс  перекристаллизацией из толуола.methanol. The yield is 95%. Purification of the compound obtained is achieved by recrystallization from toluene.

Claims (1)

Формула изобретени Invention Formula Способ получени  гетероциклических апалогов л-дистирилбензола общей формулыThe method of obtaining heterocyclic L-distyrylbenzene apalogues of the general formula л-сн снгде А - 2-бензоксазолил, 5-фенил-2-оксазолил , 5-грег.-бутил-2-бензоксазолил, 2-|Нафто (1,2 - uf) - оксазолил или 2-бензотиазолил, конденсацией 2-метилнроизводных соответствующих гетероциклических соединений с терефталевым альдегидом в органическом растворителе в присутствии катализатора, отличающийс  тем, что, с целью увеличени  выхода целевого продукта и расширени  ассортимента получаемых продуктов, конденсацию провод т в апротонном растворителе в присутствии едкого кали.L-SNS nde And - 2-benzoxazolyl, 5-phenyl-2-oxazolyl, 5-greg.-butyl-2-benzoxazolyl, 2- | Naphtho (1,2 - uf) - oxazolyl or 2-benzothiazolyl, by condensation 2- methyl derivatives of the corresponding heterocyclic compounds with terephthalic aldehyde in an organic solvent in the presence of a catalyst, characterized in that, in order to increase the yield of the target product and expand the range of products obtained, condensation is carried out in an aprotic solvent in the presence of potassium hydroxide. Источники информации, прин тые во внимание при экспертизе 1. W. Ried, S. Hinsching, «Synthese Heterocyclisch substituierter Athylene und Butadieene Ann., 1956, т. 600, с. 47.Sources of information taken into account in the examination 1. W. Ried, S. Hinsching, “Synthese Heterocyclisch substituierter Athylene und Butadieene Ann., 1956, vol. 600, p. 47
SU7502154843A 1975-07-11 1975-07-11 Method of obtaining heterocyclic analogues of a-distyrylbenzol SU568645A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
SU7502154843A SU568645A1 (en) 1975-07-11 1975-07-11 Method of obtaining heterocyclic analogues of a-distyrylbenzol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SU7502154843A SU568645A1 (en) 1975-07-11 1975-07-11 Method of obtaining heterocyclic analogues of a-distyrylbenzol

Publications (1)

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SU568645A1 true SU568645A1 (en) 1977-08-15

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