Processes for the preparation of N-(long-chain acyl)amino acid a

Details Processes for the preparation of N-(long-chain acyl)amino acid a Processes for the preparation of N-(long-chain acyl)amino acid a

1994-10-18

1997-07-08

Carr, Deborah D.

Organic compounds -- part of the class 532-570 series

Organic compounds

Fatty compounds having an acid moiety which contains the...

54 54, 54 68, C07C23100

Patent

active

056463170

ABSTRACT:
To provide processes suitable for industrial production by which high-purity N-(long-chain acyl)amino acid and salt thereof can be prepared from inexpensive raw materials.
An alkyl ester of a fatty acid (2) is reacted with an aminonitrile (3) in the presence of a basic catalyst to form an amidonitrile (1), the amidonitrile (1) is hydrolyzed into an N-(long-chain acyl)amino acid salt (4) in the presence of a basic substance, the pH of the resulting aqueous solution is adjusted to a pH from 1 to 5 with a mineral acid to form an N-(long-chain acyl)amino acid (5), and this amino acid is recovered. ##STR1## wherein R.sup.1 CO-- represents a fatty acid residue having 8 to 22 carbon atoms; R.sup.2 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms; R.sup.3 represents an alkylene group having 1 to 5 carbon atoms; R.sup.4 represents an alkyl group having 1 to 4 carbon atoms; and M represents a monovalent cation.

REFERENCES:
patent: Re29369 (1977-08-01), Fujimoto et al.
patent: 2927126 (1960-03-01), Pursglove
"N-Lauroylsarcosine, Synthesis of N-Lauroylsarcosine Studies of Amino Acids III," Japanese Article By Tadashi Shirai et al. with English Abstract (Book Title) Yuki Gosei Kagaku, 1972.
Ind. Eng. Chem., vol. 50, pp. 1115-1118, "Continuous High Pressure Synthesis of 3-Aminopropionitrile", Smolin and Beegle., 1958.
J.A.S.C. vol. 169, pp. 844-846, "An Improved Synthesis of .beta.-Alanine. III. The Addition of Ammonia to Acrylonitrile at 50-150.degree..sup.1 ", Ford et al., 1947.
Chemical Abstract, vol. 79, No. 25, Dec. 24, 1973, Col. OH, US; Shirai, Tadashi et al., "Imidazolines from alpha-acylamino nitriles".
Justus Liebigs Ann. Chem. (1972), 764, 69-93 Coden: JLACBF, 1972 Kurtz, Peter et al. "Enamides" p. 83 .paragraph. 7.
J. Zabicky "The Chemistry of Amides", 1970, Interscience Publishers, London. p. 73 and 96-105.
Chemical Abstracts, vol. 77, No. 5, 31 Jul. 1972, Col. OH, US; Shirai, Tadashi et al. "Amino acids. III. Synthesis of N-lauroylsarcosine".
Chemical Abstracts, vol. 133, No. 19, abstract of DE-3,835,741,171690 1990.
Chemical abstracts, vol. 77, 1972, 18873.

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