Process for the preparation of cyclic ureas

Details Process for the preparation of cyclic ureas Process for the preparation of cyclic ureas

1978-02-06

1979-05-15

Rizzo, Nicholas S.

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

2602393A, 548317, 548319, 548322, C07D23904

Patent

active

041549317

ABSTRACT:
A novel process is disclosed for the preparation of cyclic ureas having the formula ##STR1## wherein A is a straight chain alkylene radical of 2 to 4 carbon atoms, inclusive, wherein said alkylene radical can be substituted by at least one member selected from the group consisting of halogen, lower alkyl, lower alkoxy, aryl, aryloxy, aralkyl, and cycloaklyl. An alkylene diamine having the formula NH.sub.2 ANH.sub.2, wherein A is defined as above, is reacted in a solvent with carbonyl sulfide to form the corresponding N-(.omega.-aminoalkyl)thiocarbamic acid (NH.sub.2 ANHCOSH) or zwitterion thereof. The thiocarbamic acid is then heated to form the cyclic urea.
The cyclic ureas are useful as cross-linkers and extenders in polyurethane formulations, and those ureas having 4 carbons in the alkylene chain find particular utility in the production of bis cyclic ureas which serve as masked isocyanate compounds in one-component polyurethane elastomer formulations.

REFERENCES:
patent: 3137697 (1964-06-01), Boswell et al.
patent: 3158501 (1964-11-01), Wayland
patent: 4041222 (1971-08-01), Schoeppel et al.

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