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SYNTHESIS OF 2-CHLOROPYRIMIDINES AND 4-CHLOROPYRIMIDINES WITH HYDROXPHENYL SUBSTITUENTS BY THE INTERACTION OF VILSMEIER-HAACK REAGENTS WITH (HYDROXYPHENYL)DIHYDROPYRIMIDIN-2-ONES AND (HYDROXYPHENYL)DIHYDROPYRIMIDIN-4-ONES Научная публикация

Журнал Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171
Вых. Данные Год: 1993, Том: 42, Номер: 6, Страницы: 1059-1062 Страниц : 4 DOI: 10.1007/BF00704199
Ключевые слова THIONYL CHLORIDE; PHOSPHORYL CHLORIDE; DIMETHYLFORMAMIDE; VILSMEIER-HAACK REAGENTS; DIHYDROPYRIMIDINONES; CHLOROPYRIMIDINES; PHENOLS; ARYL FORMATES; H-1 NMR
Авторы Krivopalov V.P. 1 , Nikolaenkova E.B. 1
Организации
1 Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation

Реферат: The reaction of 2- and 4-hydroxypyrimidines containing ortho- and para-hydroxyphenyl substituents with Vilsmeier-Haack reagents generated in situ from DMF and SOCl2 or POCl3 results in the chemoselective replacement of the heterocyclic hydroxyl group by chlorine and formylation of the phenolic hydroxyl group. Aryl formates are hydrolyzed under the conditions of their isolation to give the corresponding phenols, especially if the pyrimidyl fragment is ortho to the formyloxy group.
Библиографическая ссылка: Krivopalov V.P. , Nikolaenkova E.B.
SYNTHESIS OF 2-CHLOROPYRIMIDINES AND 4-CHLOROPYRIMIDINES WITH HYDROXPHENYL SUBSTITUENTS BY THE INTERACTION OF VILSMEIER-HAACK REAGENTS WITH (HYDROXYPHENYL)DIHYDROPYRIMIDIN-2-ONES AND (HYDROXYPHENYL)DIHYDROPYRIMIDIN-4-ONES
Russian Chemical Bulletin. 1993. V.42. N6. P.1059-1062. DOI: 10.1007/BF00704199 WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: 1 июн. 1993 г.
Идентификаторы БД:
Web of science: WOS:A1993NK88500021
Scopus: 2-s2.0-33747890901
РИНЦ: 30832393
OpenAlex: W1976809719
Цитирование в БД:
БД Цитирований
Web of science 3
Scopus 2
РИНЦ 2
OpenAlex 2
Альметрики: