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Selective one-pot synthesis of aminopolyhalobenzonitriles from polyhalobenzotrichlorides in anhydrous ammonia Научная публикация

Журнал Journal of Fluorine Chemistry
ISSN: 0022-1139
Вых. Данные Год: 2017, Том: 200, Страницы: 84-90 Страниц : 7 DOI: 10.1016/j.jfluchem.2017.06.005
Ключевые слова Polyhalobenzotrichlorides; Anhydrous ammonia; Aminodefluorination; Ammonolysis; Aminopolyhalobenzonitriles
Авторы Vaganova Tamara A. 1 , Rodionov Vladimir I. 1 , Chuikov Igor P. 1 , Chochrina Ekaterina A. 1 , Malykhin Evgenij V. 1
Организации
1 (Данные Web of science) Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Lavrentiev Ave 9, Novosibirsk 630090, Russia

Реферат: Polyhalogenated benzotrichlorides (pentafluoro-, chlorotetrafluoro-, chlorotrifluoro-, and tetrafluorobenzotrichlorides) undergo one-pot ammonolysis + aminodefluorination by the action of anhydrous ammonia to form mono-and diamino derivatives of polyhalobenzonitriles. For the substrates comprising halogen at the para-position, the ammonolysis of the CC1(3) group and the first aminodefluorination occur simultaneously in the temperature range from 33 to 5 degrees C. The temperature of introducing the second NH2 group is higher by 60-100 degrees C, whereby conditions were found for the selective synthesis of mono- and diaminopoly-halobenzonitriles. The use of anhydrous ammonia as a reagent and a solvent minimizes side reactions and simplifies an isolation of the high purity products.
Библиографическая ссылка: Vaganova T.A. , Rodionov V.I. , Chuikov I.P. , Chochrina E.A. , Malykhin E.V.
Selective one-pot synthesis of aminopolyhalobenzonitriles from polyhalobenzotrichlorides in anhydrous ammonia
Journal of Fluorine Chemistry. 2017. V.200. P.84-90. DOI: 10.1016/j.jfluchem.2017.06.005 WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: 1 авг. 2017 г.
Идентификаторы БД:
Web of science: WOS:000407981600011
Scopus: 2-s2.0-85020914605
РИНЦ: 31021227
OpenAlex: W2622436088
Цитирование в БД:
БД Цитирований
Web of science 3
Scopus 3
РИНЦ 3
OpenAlex 3
Альметрики: