Thieno[2,3-d]pyrimidinone, Triazolo[3,4-a]thieno[2,3-d] pyrimidinone, Sugar Hydrazones Cyclization of 2-hydrazino-5,6-dimethyl-3//-thieno[2,3-d]pyrimidin-4-one (1) with acetic acid gave 3,6,7-trim ethyl-l,2,4-triazolo[3,4-a]thieno[2,3-d] pyrimidin-5-one (5) whose Dimroth rearrangement gave 2,6,7-trimethyl-l,2,4-triazolo[3,4-a]thieno[2,3-d]pyrimidin-5-one (11). Alternatively, 5 was obtained from the dehydrogenative cyclization of acetaldehyde 5,6dim ethyl-4-3//-oxo-thieno[2,3-c/]pyrimidin-2-yl hydrazone (7). Reaction of 1 and 2 with a number of sugars gave the respective hydrazones 19 and 20. Those of the D -glucose exist in the cyclic pyranosyl structure in addition to minor amounts of the acyclic structure. Dehydro genative cyclization of the sugar hydrazones gave the respective fused tricyclic compounds 25 and 26.
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