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2‐Imidazolines. IV . 1‐Aryl‐2‐alkylthio‐4,5‐ diamino‐4,5‐dihydroimidazoles. Synthesis and properties
Author(s) -
Meola Stefania,
Rivera Elisabetta,
Stradi Riccardo,
Gioia Bruno
Publication year - 1980
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.5570170536
Subject(s) - chemistry , raney nickel , pyrolytic carbon , medicinal chemistry , aryl , diamine , imidazoline receptor , organic chemistry , catalysis , pyrolysis , alkyl , medicine
1,2‐Diimmonium salts ( 1 ) react with S ‐substituted isothioureas ( 3 ) yielding 2‐alkylthio‐4,5‐diamino‐4,5‐dihydroimidazoles ( 4 ), which under mild pyrolytic conditions afforded 2‐alkylthio‐5‐aminoimidazoles ( 7 ). Imidazolines ( 4 ) and imidazoles ( 7 ) were easily desulfurated with Raney nickel affording 4,5‐diamino‐4,5‐dihydroimidazole ( 9 ) and 5‐aminoimidazole ( 10 ), respectively.