Succinic acid
Succinic acid
110-15-6
disodium succinate
Phthalocyanine pigment
Compound dyes
Compound green
Composite blue
Manufacture of aminoalkylidene succinic acid(cas:110-15-6) derivatives
Release time:2016/8/10 17:27:59

This invention describes the synthesis of Nsubstituted amino-alkylidene succinic acid derivatives, which consists in reacting aminoesters of the general Formula I with a derivative of a monoacylsuccinic acid of the Formula II. x R' NH R COOAlkyl X R COOAIkyI -Y H I II N + H.Y --- Ho + BR" O-R'"...


This invention describes the synthesis of Nsubstituted amino-alkylidene succinic acid(cas:110-15-6) derivatives, which consists in reacting aminoesters of the general Formula I with a derivative of a monoacylsuccinic acid(cas:110-15-6) of the Formula II. x R' NH R COOAlkyl X R COOAIkyI -Y H I II N + H.Y --- Ho + BR" O-R'" B" In Formula I, R and R', which are not necessarily identical, are hydrogen, alkyl, aryl, or * aralkyl groups or such other groups as can be attached to the a-carbon atom of a-amino acids.


R" is hydrogen or an alkyl, aryl or aralkyl group.

In Formula II, X and Y which may be identical or different are COO-alkyl or nitrile groups, and R"' is hydrogen, or an alkyl, aryl or aralkyl group. Thus formylsuccinic ester is represented by II where X=Y=COOC2H5, and R'"=hydrogen.


The above reaction may be effected by mixing the reactants with or without external heating, whereby a molecular proportion of water is eliminated with the formation of the reaction product which is represented by the Forhula III.


In some cases where the free acyl succinic acid derivative is more conveniently handled in the form of its alkali metal derivative preferably its potassium derivative, the reaction is carried out with the hydrochloride of the amino-acid ester.


The following examples, in which the partsare by weight, serve to illustrate how the invention may be carried into effect: Example 1 8.1 parts of diethyl-a-formylsuccinate are mixed with 4.7 parts of the ethyl ester of a-alanine. The mixture immediately becomes warm and soon turns turbid with the separation of water. After the mixture has been kept at room temperature for about an hour, some benzene is added and the water is removed by distilling off .the benzene, finally under reduced pressure.


Alternatively, the water may be removed in the first place in the process of submitting the reaction mixture to vacuum distillation which yields the product as a clear pale yellow oil of boiling point approximately 155" C./0.05 mm. This is obtained in almost quantitative yield and has the constitution expressed by Formula III where R=CH3, R'=R"=R"'=H, alkyl=C2HS, and X=-Y=COOC3H5.

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