The synthesis of 3-(het)aryl-6,7-dihydro-5H-[1,2,4]-triazolo[3,4-a][2]benzazepines

被引：0

作者：

Vladimir А. Glushkov

Dmitry N. Babentsev

Maksim V. Dmitriev

Kseniya А. Stepanova

Anastasiya Yu. Kharintseva

Anastasiya E. Simakhina

机构：

[1] Ural Branch of the Russian Academy of Sciences,Institute of Technical Chemistry

[2] Perm State University,undefined

来源：

Chemistry of Heterocyclic Compounds | 2021年 / 57卷

关键词：

4-aryl-2-methylbutan-2-ols; benz[; ]azepines; hetarenecarboxylic acid hydrazides; methyl thiocyanate; 1,2,4-triazolo-2-benzazepines; Ritter reaction;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

4-Aryl-2-methylbutan-2-ols with methoxy or methylenedioxy substituents participate in the Graf–Ritter reaction with methyl thiocyanate in the presence of an acid (H2SO4, MeSO3H) forming 1-methylsulfanyl-2-benzazepines in low yields (11–35%), which undergo cyclization with benzhydrazide or hetarenecarboxylic acid hydrazides upon reflux in o-dichlorobenzene into the corresponding 3-phenyl- and 3-hetaryl-6,7-dihydro-5H-1,2,4-triazolo[3,4-a][2]benzazepines (45–74% yields).

引用

页码：63 / 68

页数：5

共 20 条

[1] Huneck S(1984)undefined Phytochemistry 23 2396-undefined
[2] Conolly JD(1981)undefined J. Med. Chem. 24 327-undefined
[3] Harrison LJ(2008)undefined Acta Crystallogr., Sect. A: Found. Crystallogr. A64 112-undefined
[4] Joseph RSI(2007)undefined J. Appl. Crystallogr. 40 786-undefined
[5] Pocs T(2015)undefined Acta Crystallogr., Sect. C: Struct. Chem. C71 3-undefined
[6] Grisar JM(2009)undefined J. Appl. Crystallogr. 42 339-undefined
[7] Claxton GP(undefined)undefined undefined undefined undefined-undefined
[8] Bare TM(undefined)undefined undefined undefined undefined-undefined
[9] Dage RC(undefined)undefined undefined undefined undefined-undefined
[10] Cheng HC(undefined)undefined undefined undefined undefined-undefined

← 1 2 →