ALKYLGUANIDINE NITRATES AND ALKYLNITROGUANIDINES

The fusion of mixtures of alkylamine nitrates, RR'NH.HNO3 (R' = H when R = methyl, isopropyl, isobutyl, n-amyl, and phenyl, and R' = C2H5 when R = ethyl), and dicyandiamide, or calcium cyanamide, or calcium cyanamide and urea, yielded alkylguanidine nitrates. The latter were also obtained by heating solutions of alkylamine nitrates and calcium cyanamide. By treatment of the alkylguanidine nitrates with sulphuric acid, alkylnitroguanidines were prepared in good yields. A study of the effect of temperature on the yield of n-amyl and of time and temperature on the yields of methyl, isopropyl, and isobutyl nitroguanidine was made. The solubility of methyl, isopropyl, isobutyl, and n-amyl nitroguanidine in water and 10% and 20% sulphuric acid solutions at 0 °C. was determined.