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[具有精神活性物质的研究。IV. 通过 N-(2-去甲磺酰基苯基)甘氨酸的热环化合成 2,3-二苯基-4-甲基-4H-1,4-苯并噻嗪-1,1-二氧化物]

[Research on substances with psychotropic activity. IV. Synthesis of 2,3-diphenyl-4-methyl-4H-1,4-benzothiazin-1,1-dioxide by thermal cyclization of N-(2-desylsolfonylphenyl) glycine].

作者信息

Filacchioni G, Nacci V, Stefancich G

出版信息

Farmaco Sci. 1976 Jul;31(7):478-88.

PMID:947779
Abstract

Treatment of the ethyl ester of N-benzoyl-N-(2-benzylsolfonylphenyl)glycine with potassium in benzene gave, by rearrangement, N-(2-desylsolfonylphenyl)glycine, which via thermal intramolecular cyclization and simultaneous decarboxylation gave 2,3-diphenyl-4-methyl-4H-1,4-benzothiazin-1,1-dioxide. The structure of the latter compound was confirmed chemically by oxidising the known 2,3-diphenyl-4-methyl-4H-1,4-benzothiazine with hydrogen peroxide in formic acid and by I;R. and N.M,R; spectral data.

摘要

在苯中用钾处理N-苯甲酰基-N-(2-苄基磺酰基苯基)甘氨酸乙酯，经重排得到N-(2-去苄基磺酰基苯基)甘氨酸，该化合物通过热分子内环化并同时脱羧得到2,3-二苯基-4-甲基-4H-1,4-苯并噻嗪-1,1-二氧化物。通过在甲酸中用过氧化氢氧化已知的2,3-二苯基-4-甲基-4H-1,4-苯并噻嗪以及通过红外光谱和核磁共振光谱数据，从化学上证实了后一种化合物的结构。

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