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Regioselective Synthesis of Polyaza Pyrimidines and Polyaza Pyrazoles under One‐Pot Multicomponent Reaction Conditions
Author(s) -
Singh Okram Mukherjee,
Devi Laishram Ronibala,
Lim Ki Bum,
Lee SangGyeong
Publication year - 2014
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.1781
Subject(s) - chemistry , hydrazine (antidepressant) , guanidine , hydrate , lactam , cyclophane , organic chemistry , chromatography , molecule
Convenient methods of synthesis of novel polyaza pyrimidines and polyaza pyrazoles have been described in this paper. The synthetic method is based on one‐pot, three‐component cyclocondensation of α‐oxoketene dithioacetals, 2,6‐diaminopyridine, and guanidine/hydrazine. Polyaza S , N ‐acetals have been generated in situ by treating α‐oxoketene dithioacetals with 2,6‐diaminopyridine in the presence of n ‐butyl lithium, which were subsequently treated with guanidine nitrate and hydrazine hydrate to afford polyaza pyrimidines and polyaza pyrazoles, respectively.