Synthesis of 2‐aryl‐2,3‐dihydro‐4‐styrylpyrimidodiazepines in the reaction of 4,5,6‐triaminopyrimidine and 2,4,5,6‐tetraaminopyrimidine with diarylidenacetones | Zendy

Insuasty Braulio | Zendy; Insuasty Henry | Zendy; Quiroga Jairo | Zendy; Nogueras Manuel | Zendy; Sánchez Adolfo | Zendy; López M. Dolores | Zendy

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Synthesis of 2‐aryl‐2,3‐dihydro‐4‐styrylpyrimidodiazepines in the reaction of 4,5,6‐triaminopyrimidine and 2,4,5,6‐tetraaminopyrimidine with diarylidenacetones

Author(s) -

Insuasty Braulio,

Insuasty Henry,

Quiroga Jairo,

Nogueras Manuel,

Sánchez Adolfo,

López M. Dolores

Publication year - 1999

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.5570360418

Subject(s) - chemistry , regioselectivity , aryl , acetic acid , ethanol , catalysis , medicinal chemistry , stereochemistry , computational chemistry , organic chemistry , alkyl

New 6‐amino and 6,8‐diamino‐2‐aryl‐2,3‐dihydro‐4‐styryl‐1 H ‐pyrimido[4,5‐ b ][1,4]diazepines were obtained in the reaction of 2,4,5,6‐tetraaminopyrimidine 1a and 4,5,6‐triaminopyrimidine 1b with one equivalent of the diaryli dene acetones 2 in absolute ethanol with acetic acid as the catalyst. Structure analysis of 6‐amino and 6,8‐diamino‐2‐aryl‐2,3‐dihydro‐4‐styryl‐1 H ‐pyrimido[4,5‐ b ][1,4]diazepines 3a‐i, determined by detailed nmr measurements, reveals a high regioselectivity of this reaction.

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