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Reaction of 4,5,6‐triaminopyrimidine and 2,4,5,6‐tetraaminopyrimidine with 3‐dimethylaminopropiophenones. Synthesis of new 4‐aryl‐2,3‐dihydropyrimido[4,5‐ b ][1,4]diazepines
Author(s) -
Braulio Insuasty O.,
Henry Insuasty I.,
Jairo Quiroga P.,
Saitz Claudio,
Jullian Carolina
Publication year - 2000
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.5570370228
Subject(s) - chemistry , regioselectivity , aryl , ethanol , medicinal chemistry , computational chemistry , stereochemistry , combinatorial chemistry , organic chemistry , alkyl , catalysis
Several new 6‐amino‐ and 6,8‐diamino‐4‐aryl‐2,3‐dihydropyrimido[4,5‐ b ][1,4]diazepines were obtained from the reaction of 4,5,6‐triaminopyrimidine 1a and 2,4,5,6‐tetraaminopyrimidine 1b with one equivalent of 3‐dimethylaminopropiophenones 2 in absolute ethanol. Structure analysis of 6‐amino‐ and 6,8‐diamino‐4‐aryl‐2,3‐dihydropyrimido[4,5‐ b ][1,4]diazepines 3a‐i , determined by detailed nmr measurements, reveals a high regioselectivity of this reaction.