Patent number: 5151540
Abstract: A method is provided for preparing N-acylaminothiophenols, e.g., N-acetyl-para-aminothiophenol, or aminothiophenols, e.g., para-aminothiophenol, or N,S-diacylaminothiophenols, e.g., N,S-diacetyl-para-aminothiophenol, by reacting any of certain sulfur-containing ketones, viz., an S-(acylaryl) N,N-di(organo)thiocarbamate, e.g., S-(4'-acetophenyl)-N,N-dimethylthiocarbamate, an acylthiophenol acylate ester, e.g., 4-acetothiophenol acetate, or a free acylthiophenol, e.g., 4-acetothiophenol with hydroxylamine or a hydroxylamine salt, to form the oxime of the ketone, subjecting the oxime to a Beckmann rearrangement in the presence of a catalyst to form an S-(N-acyl-aminoaryl) N,N-di(organo)thiocarbamate, e.g., S-(N-acetyl-para-aminophenyl) N,N-dimethylthiocarbamate, an N,S-diacylaminothiophenol, e.g., N,S-diacetyl-paraaminothiophenol, or an N-acyl aminothiophenol, e.g., N-acetyl-para-aminothiophenol, respectively.
Type:
Grant
Filed:
November 26, 1986
Date of Patent:
September 29, 1992
Assignee:
Hoechst Celanese Corporation
Inventors:
Mohammad Aslam, Kenneth G. Davenport
Patent number: 4761175
Abstract: m-Anilido-urethanes of the formula ##STR1## where A and B independently of one another are oxygen or sulfur,R.sup.1 is alkyl, which is unsubstituted or substituted by halogen, alkoxy, alkoxycarbonyl or cyano, or is alkenyl which is unsubstituted or substituted by halogen, or is alkynyl which is unsubstituted or substituted by halogen or alkoxy, or is cycloalkyl which is unsubstituted or substituted by alkyl, or is aryl,R.sup.2 and R.sup.3 are each independently of one another hydrogen, alkyl, alkoxyalkyl or haloalkyl,R.sup.4 is alkylene of 1 to 6 carbon atoms which is unsubstituted or substituted by alkyl, alkoxyalkyl or haloalkyl,X is hydrogen, alkyl, haloalkyl, alkoxy, halogen, nitro or amino,Y is hydrogen, alkyl, haloalkyl, alkoxyalkyl, cycloalkyl, aralkyl, halogen, alkoxy, haloalkoxy, alkylthio, nitro, aryl, thiocyanato, cyano, ##STR2## where R.sup.5 and R.sup.6 are each, independently of one another, hydrogen or have the meanings given for R.sup.
Type:
Grant
Filed:
July 5, 1983
Date of Patent:
August 2, 1988
Assignee:
BASF Aktiengesellschaft
Inventors:
Ulrich Schirmer, Rainer Becker, Bruno Wuerzer