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Studies of pyridazine compounds. XXVI . The synthesis of Pyridazino[4,5‐ b ]pyrrolo[1,2‐ d ][1,4]oxazines and a pyridazino[4,5‐ b ]pyrrolo[1,2‐ d ][1,4]thiazine
Author(s) -
Varga Ildikò,
Jerkovich Gyula,
Màtyus Péter
Publication year - 1991
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.5570280256
Subject(s) - chemistry , thiazine , oxazines , thionyl chloride , pyridazine , hydroxymethyl , stereochemistry , tricyclic , medicinal chemistry , chloride , organic chemistry
The tricyclic oxazines 3 and 5 were obtained by ring closure of (2‐hydroxymethyl‐1‐pyrrolidinyl)‐3(2 H )‐pyridazinones 2d,e,g , respectively, prepared from 4,5‐dichloro‐3(2 H )‐pyridazinones with L‐prolinol. The synthesis of the thiazine analogue 4a was achieved by treatment of 2d with thionyl chloride and the subsequent reaction with sodium sulfide. The structures of the compounds were supported by spectroscopic evidence.