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Expired
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GB37092/54A
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Welfide Corp
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Welfide Corp
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Publication of GB767679ApublicationCriticalpatent/GB767679A/en
Organic Low-Molecular-Weight Compounds And Preparation Thereof
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Abstract
The invention comprises compounds of the formula <FORM:0767679/IV(b)/1> wherein R is hydrogen, a lower alkyl (i.e. of 1 to 5 carbon atoms) or an aryl group and R1 and R2 are hydrogen or a lower alkyl group. Such compounds are obtained by the amidation of compounds of the formula Y-CHR-N(CH2CH2Cl)2 where Y is carboxyl or an ester, halide or nitrile thereof, Where R is other than hydrogen, the products can be resolved into optical isomers. In examples: (1) N-bis-(b -chloroethyl)-glycinenitrile hydrochloride is hydrolysed with concentrated sulphuric acid to N-bis-(b -chlorethyl)-glycineamide bisulphate, which is converted to the free base and then to the hydrochloride; (2) hydrochloric acid is used in a similar hydrolysis, and the product is converted to the picrate; (3) N-bis-(b -chloroethyl)-alanineamide bisulphate is prepared analogously to (1), and in the form of its salt with d-camphor-b -sulphonic acid is resolved into its optical isomers; (4) a - bis(b - chloroethyl) - amino - a - phenylacetamide is prepared by treating a -bis-(b -chloroethyl) -amino-a -phenyl-acetonitrile with cold sulphuric acid. Specification 767,680 is referred to.
A procedure for the preparation of amidas of the alpha-N-alkyl-carboxyl piperidin and alpha-N-alkyl-pyrrolidin carboxylic acids (Machine-translation by Google Translate, not legally binding)