[Synthesis of N-2-methylpropyl-N-1'-methylacetonylnitrosamine and its physical properties].
N-2-methylpropyl-N-1'-methylacetonylnitrosamine (NMAMPA) is a new N-nitroso compound found in natural moldy millet and wheat flour from Linxian county, Henan Province. The volatile nitrosamine is mutagenic in several short-term biological assays, and so we proceeded to synthesize larger amounts for the study of carcinogenesis. The main steps were as follows: 1) preparation of 3-bromobutanone (I) by bromination of butanone, 2) alkylation of 3-bromobutanone (I) with isobutylamine to give the secondary amine (II), and 3) nitrosaton of secondary amine (II) with sodium nitrite to yield NMAMPA (III). NMAMPA is a pale yellow liquid which is slightly soluble in water and freely soluble in ether, chloroform and dichloromethane. At room temperature, NMAMPA slowly turns brown, and decomposition takes place after prolonged exposure to UV light. A dilute solution of NMAMPA may be degraded in a freezer at 4 degrees to 6 degrees C.
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D002273:Carcinogens / Q000138:chemical synthesis*; D009602:Nitrosamines / Q000138:chemical synthesis*
D002273:Carcinogens; D009602:Nitrosamines; C042824:N-2-methylpropyl-N-1-methylacetonylnitrosamine