Diazepines II. A new synthesis of 4 h ‐pyrrolo[ 1,2‐α] ‐[1,41] benzodiazepine | Zendy

Kayama Yasutaka | Zendy; Hara Takeshi | Zendy; Itoh Kazuhiko | Zendy; Sunami Tamiko | Zendy

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Diazepines II. A new synthesis of 4 h ‐pyrrolo[ 1,2‐α] ‐[1,41] benzodiazepine

Author(s) -

Kayama Yasutaka,

Hara Takeshi,

Itoh Kazuhiko,

Sunami Tamiko

Publication year - 1977

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570140137

Subject(s) - chemistry , hydrazine (antidepressant) , benzodiazepine , benzophenone , hydrate , condensation , d 1 , medicinal chemistry , stereochemistry , organic chemistry , chromatography , receptor , biochemistry , physics , thermodynamics

A convenient synthesis of a 4 H ‐pyrroIo[1,2‐α][1,4 ]benzodiazepine is described. 2,5‐Di‐methoxy‐2‐melhyl‐5‐phthalimidomethyltetrahydrofuran ( 3 ) was prepared starting from 2‐methyl‐5‐phthalimidomelhylfuran ( 1 ). The condensation of 2‐amino‐5‐chlorobenzophcnone with 3 to give 5‐chloro‐2‐(2‐methyl‐5‐phthalimidomethylpyrro]‐1‐yl)benzophenone ( 4 ), the treatment of which with hydrazine hydrate afforded 8‐chloro‐1‐methyl‐4 H ‐pyrrolo[1,2‐α] [1,4]benzodiazepine ( 5 ).

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