Method of preparing N-1-alkenyl carbonylamino compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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558232, 558242, 560157, 560162, 560164, 560166, 564 56, 564 57, 564 60, 564 61, C07C26900, C07C26202, C07C27112

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061405310

ABSTRACT:
Describes a method of producing N-1-alkenyl carbonylamino compounds represented by the following general formula I, ##STR1## wherein R.sub.1 is the residue of an active hydrogen functional material, n is a number from 1 to a number equal to the number of active hydrogen groups of said active hydrogen functional material, X is selected from O, S and N(R.sub.5), R.sub.5 being hydrogen, hydrocarbyl, or R.sub.5 and R.sub.1 may together form a cyclic ring, R.sub.2, R.sub.3 and R.sub.4 are each independently selected from hydrogen, C.sub.1 -C.sub.4 alkyl and C.sub.2 -C.sub.4 alkenyl. The method comprises the steps of: (a) heating 2-alkenoyl azide in the presence of a first inert solvent in a first reaction zone, the first inert solvent being substantially free of active hydrogen functional material; (b) transferring volatile product as it is formed in the first reaction zone of step (a) into a separate second reaction zone containing a reactive composition comprising active hydrogen functional material having active hydrogen groups selected from the group consisting of hydroxyl, thiol, primary amine, secondary amine and combinations thereof; and (c) withdrawing N-1-alkenyl carbonylamino compound from the second reaction zone.

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