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The reaction of picoline derivatives 3-6 with hydrazonoylhalide 1a produced imidazo(1,2-a)pyri- dines 7-10, while the reaction of the same picoline derivatives with hydrazonoylhalide 1b afforded imidazo(1,2-a)pyridine-2-ones 11-13. The reaction of 1b, c with 3-amino-1,2,4-triazole 14 pro- duced the acyclic adducts 18 and 19, respectively. Reaction of 1b, 1c with 5-aminotetrazole 20 produced the acyclic products 23 and 24, respectively. Finally, the reaction of 1b with 4, 6-dimethyl-2-aminopyrimidine 27 afforded compound 29 rather than its isomeric structure 28. The structure of the products was confirmed by the different spectroscopic analytical methods in- cluding IR, MS, 1 HNMR and 13 CNMR.

Reaction of Nitrilimines with 2-Aminopicoline, 3-Amino-1,2,4-Triazole, 5-Aminotetrazole and 2-Aminopyrimidine