THIAZOLES: II. PREPARATION OF ALKYL-2-NITRAMINOTHIAZOLES

Abstract

1-Chloro-3-methyl-2-butanone and 2-amino-4-isopropylthiazole have been synthesized. The mononitration of 2-aminothiazole and five alkyl-2-aminothiazoles in the 2-amino group has been carried out with absolute nitric acid in concentrated sulphuric acid at low temperatures ranging from 0° to −10°. 2-Nitramino- and alkyl-2-nitramino-thiazoles are crystalline, stable compounds. The dinitration of some alkyl-2-aminothiazoles under the same conditions lead to the formation of alkyl-2-nitramino-5-nitrothiazoles. The rearrangement of 2-nitraminothiazole to 2-amino-5-nitrothiazole was studied in the presence of mesitylene for the first time.