2-amino-3-aroyl-benzo[.beta.]thiophenes and methods for preparin

Details 2-amino-3-aroyl-benzo[.beta.]thiophenes and methods for preparin 2-amino-3-aroyl-benzo[.beta.]thiophenes and methods for preparin

1994-06-10

1995-11-14

Ivy, C. Warren

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546237, 549 51, C07D40902, C07D33364, C07D33366

Patent

active

054668107

ABSTRACT:
A group of 2-amino-3-aroyl-benzo[.beta.]thiophenes are prepared by treating an aldehyde with an anion of dimethylamino thioformamide, cyclizing the .alpha.-hydroxy thioamide, and subsequently acylating the benzo[.beta.]thiophene to yield the 2-amino-3-aryl derivative. These compounds may be treated with suitable phenyl Grignard reagents, and after deprotection, yield 6-hydroxy-2-(4-hydroxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[.beta .]thiophene.

REFERENCES:
patent: 4133814 (1979-01-01), Jones et al.
patent: 4380635 (1983-04-01), Peters
patent: 4418068 (1983-11-01), Jones
Ablenas et al., "Destabilized Carbocations", Can. J. Chem., 65, pp. 1800-1803 (1987).
Chippendale et al., "Condensed Thiophen Ring Systems", J. C. S. Perkin I, pp. 1168-1172 (1974).

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