- Preparation of 2-amino-5-methyl-7H-1,3,4-thiadiazolo[3,2-a]pyrimidin-7-ones
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2-Amino substituted 7H-1,3,4-thiadiazolo[3,2-a]pyrimidin-7-ones 11a-e were prepared by the reaction of 2-bromo-5-amino-1,3,4-thiadiazole (1b) and diketene (8), subsequent cyclocondensation (9b → 3b) and displacement of the bromo substituents by the reaction with primary or secondary amines (3b → 11a-e). The hydrogen atom 6-H in the heterobicycle 3b is replaced by a C1 or Br atom in the transformation of 3b → 14a,b. The 2-bromo-6-chloro compound 14a reacts chemoselectively in the 2-position with dimethylamine (14a → 15). The structure elucidations are based on one- and two-dimensional NMR techniques including a heteronuclear NOE measurement.
- Safarov, Saifidin,Kukaniev, Muhamacho Ahmadovich,Kolshorn, Heinz,Meier, Herbert
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