Preparation of substituted ureas

Details Preparation of substituted ureas Preparation of substituted ureas

1973-10-09

1976-05-18

Trousoe, Natalie

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26029365, 260544C, 26029369, 2603264, 26029371, 26029376, 26032625, 26029386, 260553A, 260553E, 26032637, 260239BE, 260 316, 260 312N, C07D22310

Patent

active

039577562

ABSTRACT:
A process for preparing a substituted urea of the formula ##EQU1## wherein R.sup.1 taken separately is alkyl having 1 to 8 carbon atoms, alkenyl having 3 to 8 carbon atoms, cycloalkyl having 5 to 6 carbon atoms or aryl having 6 to 12 carbon atoms; R.sup.2 taken separately is hydrogen, alkyl having 1 to 18 carbon atoms, alkenyl having 2 to 18 carbon atoms, aralkyl having 7 to 14 carbon atoms or aryl having 6 to 12 carbon atoms or R.sup.1 and R.sup.2 taken together form a polymethylene bridge having 2 to 10 carbon atoms; R is a tetravalent alkane radical having 1 to 6 carbon atoms, a tetravalent alkene radical having 3 to 8 carbon atoms, a tetravalent cycloalkane radical having 5 to 6 carbon atoms, a tetravalent aralkane radical having 7 to 14 carbon atoms or a tetravalent aryl radical having 6 to 12 carbon atoms and X.sup.1, X.sup.2 and X.sup.3 are each hydrogen or ##EQU2## said process comprising the steps of reacting an N-(1-chloro-1-alkenyl)-carbamic acid chloride of the formula ##EQU3## with an amine of the formula ##EQU4## wherein Y.sup.1, Y.sup.2 and Y.sup.3 are each hydrogen or amino in the presence of an alkali metal hydroxide at a temperature of from 5.degree. to 60.degree.C. and in a molar ratio of n mols of said carbamic acid chloride reactant and n mols of said alkali metal hydroxide per mol of said amine reactant, n being a number equal to the number of the amino substituents on said amine reactant, and then hydrolyzing the resulting intermediate at a temperature of from 20.degree. to 100.degree.C. to obtain said substituted urea of said formula, and its utility as masked isocyanate in the preparation of lacquers and coating materials.

REFERENCES:
patent: 2682526 (1954-06-01), Flory
patent: 3804291 (1967-02-01), Dachs et al.

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