K. Dawood, A. Farag, N. A. Khedr
Sep 21, 2008
Citations
0
Influential Citations
19
Citations
Journal
Arkivoc
Abstract
Treatment of 2-cyano-N-(2-pyridyl)acetamide (1) with hydrazonoyl chlorides 2a-e afforded aminopyrazoles 4a-e which on treatment with sodium nitrite in acetic acid furnished the pyrazolo[3,4-d]-1,2,3-triazin-4-one derivatives 8a-e. Reaction of aminopyrazoles 4c-e with triethylorthoformate in glacial acetic acid afforded pyrazolo[3,4-d]pyrimidin-4-one derivatives 10a-c. Compound 1 reacted with DMF-DMA in refluxing xylene affording a mixture of 3-(N,Ndimethylamino)propenenitrile 11 and N,1-di(pyridin-2-yl)pyridine-3-carboxamide 15 derivatives. When compound 11 was treated with hydrazine, phenylhydrazine or with 5-amino3-phenyl-1H-pyrazole 16 in refluxing ethanol, the novel aminopyrazoles 13a,b and pyrazolo[1,5a]pyrimidine 18 derivatives were obtained.