Process for the production of cyclic N,N'-dialkylureas

Details Process for the production of cyclic N,N'-dialkylureas Process for the production of cyclic N,N'-dialkylureas

Filed on

1999-12-09

Date issued

2000-08-01

Examiner

Ford, John M.

Patent Class

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

SubClass

Organic compounds

SubSubClass

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

Other Related Categories

544317, C07D23922

Type

Patent

Status

active

Patent number

060968915

Description

ABSTRACT:
N,N'-dialkylurea and an .alpha.,.beta.-unsaturated nitrile are reacted to form a cyclic N,N'-dialkylurea containing an imine group on a ring carbon. This compound is useful as an intermediate in the formation of N,N'-dialkylpropyleneureas by hydrogenation followed by hydrogenolysis to remove the imine group. Using N,N'-dimethylurea and acrylonitrile as the starting materials one can arrive at N,N'-dimethylpropyleneurea which is a compound useful as an organic solvent and known by its acronym, DMPU.

REFERENCES:
patent: 4617400 (1986-10-01), Ito et al.
patent: 4864026 (1989-09-01), Bickert et al.
patent: 4900820 (1990-02-01), Kajimoto et al.
patent: 4918186 (1990-04-01), Kajimoto et al.
patent: 4925940 (1990-05-01), Franz et al.
Dehmlow, E. V., et al, "Phase Transfer Catalytic Preparation of the Dipolar Aprotic Solvents DMI and DMPU", Synthetic Communications, 18(5), pp. 487-494: 1988.
Polievka, M., et al., "Possibilities of Cyanoethylation of Urea", Petrochemica, 12(5), pp. 122-127: 1972.
Halmo, F., et al, "Study of the Product of Cyanoethylation of N,N'-Dimethylolurea Using NMR Spectroscopy", Petrochemica, 17(4), pp. 86-92 (1977).

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