- Synthesis and transformations of 2-R-5-aryl-5,6-dihydro-7H-[1,2,4]- triazolo[5,1-b][1,3]thiazin-7-ones
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A new procedure for preparation of 2-R-5-aryl-5,6-dihydro-7H-[1,2,4] triazolo[5,1-b][1,3]thiazin-7-ones by condensation of 5-R-1,2,4-triazole-3- thiones with 3-arylacryloyl chlorides was developed. The thiazine ring of the [1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones is easily cleaved by treating with ammonia and hydrazine affording amides and hydrazides of 3-aryl-3-(1H-1,2,4- triazol-5-ylsulfanyl)propanoic acids. The latter react with isothiocyanates furnishing carbamoyl thiohydrazides of 3-aryl-3-(1H-1,2,4-triazol-5-ylsulfanyl) propanoic acids that in alkaline media undergo cyclization into 4-aryl-5-[2-(4H-1,2,4-triazol-5-ylsulfanyl)-2-phenylethyl]-2,4-dihydro-3H-1,2, 4-triazole-5-thiones.
- Britsun,Esipenko,Kudryavtsev,Lozinskii
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- 2-R-5-Ar(Het)-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones
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A novel method for synthesis of 2-R-5-Ar(Het)-5,6-dihydro-7H-[1,2,4] triazolo[5,1-b][1,3]thiazin-7-ones by condensation of 3-R-4,5-dihydro-1H-1,2,4- triazole-5-thiones with 3-aryl(heteryl)-2-propenoyl chlorides is proposed.
- Britsun,Lozinskii
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p. 1092 - 1096
(2007/10/03)
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