Process for the preparation of N-monosubstituted carbamic acid esters
AssigneeAtlantic Richfield Company
InventorsSamuel J. Falcone, John J. McCoy
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Abstract
A process for the preparation of N-monosubstituted carbamic acid esters by reacting an unsubstituted carbamic acid ester and an aromatic primary amine at a suitable pressure and reaction temperature in the presence of a monohydric aliphatic alcohol and preferably in the presence of a strongly basic tertiary amine as catalyst. Optionally an inert co-solvent in addition to the alcohol may be employed.
Claims21
A process for the preparation of an N-monosubstituted carbamic acid ester which comprises reacting an unsubstituted carbamic acid ester having the formula NH.sub.2 CO.sub.2 R wherein R is a straight or branched chain alkyl group containing from 1 to 10 carbon atoms, with an aromatic primary amine having the formula R'(NH.sub.2)n wherein R' is a substituted or unsubstituted aryl or aralkyl group containing one or more benzenoid rings which may be fused or joined by single valency bonds and n is an integer of 1 to 6, at a temperature in the range of from about 125.degree. C. to 250.degree. C. in the presence of a monohydric aliphatic alcohol having from 1 to 10 carbon atoms and a catalytic amount of from about 0.01 to 30 mole percent based on the aromatic primary amine employed of a tertiary amine which may be an aliphatic, cycloaliphatic, aryliphatic or aromatic amine containing from 1 to 18 carbon atoms.
A process for the preparation of ethylphenylcarbamate which comprises reacting ethylcarbamate with aniline at a temperature of from about 175.degree. C. to 225.degree. C. at a molar ratio of aniline to ethylcarbamate in the range of from 5:1 to 0.25:1 in the presence of ethyl alcohol and a catalytic amount of from 0.1 to 20 mole percent triethylamine.
Dependencies are inferred from the claim text.