Method for conducting organic reactions using guanidinium salt a

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

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546231, 548455, 548473, 548566, 558411, 558423, 504241, 568 28, 568 29, 568 33, 568 41, 568 42, 568 44, 568 38, 568585, 568635, C07D20948, C07C 2958, C07C32128, C07C27902

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051324237

ABSTRACT:
Reactions between a solid polar and a non-polar compound, especially nucleophilic aromatic substitution reactions between an alkali metal salt of a hydroxyaromatic compound or thio analog thereof and an activated halo- or nitro-substituted aromatic compound, are conducted in a non-polar organic solvent such as toluene or xylene, in the presence of a hexaalkylguanidinium or .alpha.,.omega.-bis(pentaalkylguanidinium)alkane salt, or a corresponding heterocyclic salt, as a phase transfer catalyst. The method is particularly useful for the preparation of bisimides from bisphenol A or 4,4'-biphenol salts and 4-nitro- or 4-halophthalimides.

REFERENCES:
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patent: 4578470 (1986-03-01), Webb
patent: 4681949 (1987-07-01), Brunelle
Denarie, et al. Tetrahedron Letters vol. 28(47) 5823-5826, 1987.
Jones Aldrichemica Acta vol. 9(3) 1976 pp. 35-45.
Wlostoski, et al. Chemical Abstracts vol. 113, 1990, Abstract 58127q.

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