[Cl:1][C:2]1[N:3]=[C:4]([N+:11]([O-:13])=[O:12])[C:5]([NH2:10])=[N:6][C:7]=1[NH:8][NH2:9].[CH2:14](OC(OCC)OCC)C>>[Cl:1][C:2]1[C:7]2[N:6]([CH:14]=[N:9][N:8]=2)[C:5]([NH2:10])=[C:4]([N+:11]([O-:13])=[O:12])[N:3]=1To 5.0 g (0.024 mole) 5-chloro-6-hydrazino-3-nitropyrazinamine was added 50 ml of triethylorthoformate and the resulting suspension was heated at 100° for 1 hour. The reaction mixture was cooled, filtered and the dark brown solid washed with chloroform to give 3.9 g (77%) of 8-chloro-6-nitro-1,2,4-triazolo[4,3-a]pyrazine-5-amine as a brown solid, m.p. 220°, H' nmr (DMSO-d6): 9.65 (2H, broad singlet), 9.95 (1H, singlet); ms:m/e 214.
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