Synthesis of novel pyrimido[5,4-f][1,2,4]triazolo[3,4-b][1,3,4]thiadiazepines

Article abstract of DOI:10.1515/HC.2003.9.1.77

Reaction of 4,6-dichloro-2-methylthiopyrimidine-5-carbaldehyde (1) with 3-substituted 4-amino-1,2,4-triazole-5-thiones (2a-g) at 50-60°C led to 7-chloro-9-methylthiopyrimido[5,4-f][1,2,4]triazolo[3,4-b][1,3,4]thiadiazepines (3a-g) representing a new heterocyclic system. Performing of the reaction of 1 with 4-amino-1,2,4-triazole-5-thione (2a) at room temperature gave 7-chloro-9-methylthio-5,6-dihydropyrimido[5,4-f][1,2,4]triazolo[3,4-b][1,3,4] thiadiazepin-6-ol (5), which with equimolar amount of sodium methoxide afforded 7-methoxy-9-methylthiopyrimido[5,4-f][1,2,4]triazolo[3,4-b][1,3,4]thiadiazepine (6). Reaction of 5 with iodomethane in the presence of an excess of sodium methoxide led to 6,7-dimethoxy-5-methyl-9-methylthio-5,6-dihydropyrimido[5,4-f][1,2,4]triazolo[3, 4-b][1,3,4]thiadiazepine (7).

Full text of DOI:10.1515/HC.2003.9.1.77

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Brought to you by | Purdue University Libraries
Authenticated
Download Date | 5/30/15 2:46 PM