Sodium nitrocyanamide

When the reagent is the thiocyanate ion, S-alkylation is an important side reaction (10-43), but the cyanate ion practically always gives exclusive N-alkylation. ° Primary alkyl halides have been converted to isocyanates by treatment with sodium nitrocyanamide (NaNCNN02) and m-chloroperoxybenzoic acid, followed by heating of the initially produced RN(N02)CN. ° When alkyl halides are treated with NCO in the presence of ethanol, carbamates can be prepared directly (see 16-7). ° Acyl halides give the corresponding acyl isocyanates and isothiocyanates. For the formation of isocyanides, see 10-111. 

The explosive properties of the potassium salt of nitrocyanamide first attracted McKay s [37] attention. He separated this potassium salt as a by-product from the preparation of aliphatic diazo compounds by the hydrolysis of N-alkyl-N-nitroso-N -nitroguanidines with an aqueous solution of sodium hydroxide at temperatures from 0°C to room temperature ... 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

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