Morphanthridines III . 6‐Basic substituted morphanthridines | Zendy

Drukker Alexander E. | Zendy; Judd Claude I. | Zendy; Dusterhoft Donald D. | Zendy

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Morphanthridines III . 6‐Basic substituted morphanthridines

Author(s) -

Drukker Alexander E.,

Judd Claude I.,

Dusterhoft Donald D.

Publication year - 1966

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.5570030220

Subject(s) - chemistry , halide , butyllithium , ring (chemistry) , medicinal chemistry , ion , grignard reaction , organic chemistry , stereochemistry , reagent

The reaction of hydrazines and amines with 6‐chloromorphanthridine was investigated. Grignard coupling of aminoalkyl halides with 6‐chloromorphanthridine afforded 6‐amino‐alkylmorphanthridines. Cyclization of 6‐(2‐chloroethylamino)morphanthridine yielded the new ring system 5′ H ‐imidazo[5, 6‐a]dibenz[b, ejazepine, which was aminoalkylated by generation of the 11‐position anion with butyllithium, followed by treatment with a tertiary aminoalkyl halide.

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