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Preparation of polynitro compounds from amino acids

✍ Scribed by H. Feuer; G.B. Bachman; C.R. Koller; W.A. Swarts

Publisher: Elsevier Science
Year: 1963
Tongue: French
Weight: 776 KB
Volume: 19
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(63)80053-8

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✦ Synopsis

Amino acid esters, formaldehyde and trinitromethane react readily in a Mannich type condensation to form N-trinitroethylamino acid esters in good yields. These products decompose slowly on standing but are stabilized by further nitration to the N-nitro-Ntrinitroethylamino esters. Hydrolysis of the esters to the free acids.is readily accomplished by warming with a mixture of hydrochloric and acetic acids. The above reactions are applied to both IX-and p-amino carboxylic acids and also to both aand (3-amino dicarboxyJic acids. Azidcs of the substituted (3-amino acids decompose normally to give isocyanates, but azides of the substituted a-amino acids decompose abnormally and yield none of the expected isocyanates. R m.p.e Yield Found

Calc.

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