Process of preparing N-substituted aldonamides

Details Process of preparing N-substituted aldonamides Process of preparing N-substituted aldonamides

1993-11-04

1995-01-31

Lilling, Herbert J.

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

Organic compounds

Carbohydrates or derivatives

536 111, 536 41, 536 179, 536 53, 536 221, 536124, C07G 300, C07H 1504

Patent

active

053860187

ABSTRACT:
N-substituted aldonamides are synthesized by the reaction of alkylamines and aldonolactone. Commercially available sources of aldonolactones (e.g., lactobiono-1,5-lactone) include aldonic acid (e.g., lactobionic acid). The presence of the acid leads to the formation of an ammonium salt impurity. The ammonium salt formation during the synthesis of N-alkyl aldonamides was minimized by the addition of an external acid. External acids and, optionally, emulsifiers were utilized to substantially reduce or eliminate the formation of an ammonium salt and to obtain N-substituted aldonamides of high purity.

REFERENCES:
patent: 2752334 (1956-06-01), Walton
patent: 3862005 (1975-01-01), Miyake et al.
patent: 4345031 (1982-08-01), Coppens
patent: 4390451 (1983-06-01), Havinga et al.
patent: 5008247 (1991-04-01), Meinetsberger

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