Synthesis of d-2-amino-1-butanol

Details Synthesis of d-2-amino-1-butanol Synthesis of d-2-amino-1-butanol

1974-08-01

1976-03-16

Sneed, Helen M. S.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26050117, C07C 8900

Patent

active

039446190

ABSTRACT:
D-2-Amino-1-butanol, for the synthesis of ethambutol hydrochloride, d,d'-2,2'-(ethylenediimino)di-1-butanol dihydrochloride, is produced in high purity and good yields by the reaction of butene-1, a nitrile, preferably an excess of acetonitrile, and chlorine to form N-[1-(chloromethyl)propyl]acetimidoyl chloride which is hydrolyzed to dl-2-amino-1-butanol, which can be isolated as the hydrochloride, or free base, or a mixture, resolved with L(+)- tartaric acid and the d-2-amino-1-butanol reacted with ethylene dichloride and then hydrochloric acid to form ethambutol hydrochloride. A minimum of by-products which are conveniently split out permits the economical synthesis of a pharmaceutical grade product.

REFERENCES:
patent: 2569549 (1951-10-01), Barrick
patent: 3116332 (1963-12-01), Sullivan
patent: 3176040 (1965-03-01), Wilkinson et al.
patent: 3401194 (1968-09-01), Loja
patent: 3448153 (1969-06-01), Cavitt et al.
patent: 3553257 (1971-01-01), Halmos et al.
patent: 3579586 (1971-05-01), Loja
patent: 3579587 (1971-05-01), Loja
patent: 3769347 (1973-10-01), Kazan
patent: 3829493 (1974-08-01), Butula et al.
patent: 3855300 (1974-12-01), Takahashi et al.
Moeller, Inorganic Chemistry, John Wiley & Sons Inc., N.Y., p. 576, (1952).
J.A.C.S., Vol. 76, pp. 2801-2803, (1954).
J.A.C.S., Vol. 83, pp. 2212-2213, (1961).
Chem. Abstracts, Vol. 79, 65780e, (1973).

Affiliated with

Also associated with

Rating

Synthesis of d-2-amino-1-butanol does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Synthesis of d-2-amino-1-butanol, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Synthesis of d-2-amino-1-butanol will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-292762