1,4-Diazabicyclooctane di-N,N'-quaternized compounds

Details 1,4-Diazabicyclooctane di-N,N'-quaternized compounds 1,4-Diazabicyclooctane di-N,N'-quaternized compounds

1980-02-04

1981-08-18

Berch, Mark L.

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

Organic compounds

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

260465E, 2604655R, C07D47108

Patent

active

042847753

ABSTRACT:
There is disclosed a novel process for the preparation of 1,4-diazabicyclooctane dihydrohalides having the formula ##STR1## wherein each R is independently selected from the group consisting of hydrogen, lower alkyl, aryl, aralkyl, and cycloalkyl, and X is chlorine or bromine, said process comprising heating at a temperature of at least about 100.degree. C. and in a dipolar aprotic solvent certain novel dihaloalkylene diamines. Neutralization of the dihydrohalides provides the corresponding 1,4-diazabicyclooctane free bases.
Also disclosed are certain novel 1,4-diazabicyclooctane diammonium dihalides formed as intermediates in the above process and a process for their conversion to the 1,4-diazabicyclooctane dihydrohalides and free bases thereof.
The 1,4-diazabicyclo compounds produced in accordance with the invention find particular utility as catalysts in the preparation of polyurethanes from organic polyols and polyisocyanates.

REFERENCES:
patent: 3018619 (1962-01-01), Doss
patent: 3144456 (1964-08-01), Moffett
Shiskin et al., Chem. Abs. 89, 43332q, (1978).

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