Taylor, Edward C. published the artcile3-Cyano-4-aminopyrazolo[3,4-d]pyrimidine, an azalog of the aglycone of toyocamycin, SDS of cas: 54385-49-8, the main research area is .
cf. CA 63, 602a. Condensation of (NC)2C:C(CN)2 with H2NC(:NH)NH2.HCl followed by hydrolysis gave a good yield of 5-aminopyrazole-3,4-dicarbonitrile (I, R = NH2) (II). Reaction of II with HC(OEt)3 under anhydrous conditions by refluxing 7 h., isolation of the intermediate I (R = N:CHOEt) (III), and treatment with alc. NH3 gave 83% yield of the desired aglycon analog (IV, R = CN) (V). III recrystallized from C5H5N-petroleum ether without special precautions against moisture gave I (R = NHCHO). V refluxed 24 h. in 10% aqueous NaOH and acidified with 9% aqueous HCl gave the acid IV (R = CO2H), sublimed in vacuo to 4-aminopyrazolo[3,4-d] pyrimidine IV (R = H). V in 8% aqueous HCl stirred at 0° with addition of aqueous NaNO2, the mixture boiled and the isolated product recrystallized gave 3-cyano-4(5H)-pyrazolo[3,4-d]pyrimidinone.
Journal of Organic Chemistry published new progress in CAplus about 54385-49-8, 54385-49-8 belongs to class pyrazoles-derivatives, name is 5-Amino-1H-pyrazole-3,4-dicarbonitrile, and the molecular formula is C5H3N5, SDS of cas: 54385-49-8.
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics