Mcneil Laboratories, Incorporated

John Robert Carson

Richard J Carmosin

Anthony T Stefanski

The interaction of a 2-aryldithiolanium cation with an appropriate pyrrole-2-acetic acid derivative to give a 5-[2-aryl-2-(1,3-dithiolanyl)]pyrrole-2-acetic acid derivative which is then converted to the corresponding 5-aroylpyrrole-2-acetic acid derivative.

Preparation of 5-aroylpyrrole-2-acetic acid derivatives

1-Methylpyrrole-2-acetonitrile is prepared by the reduction of .alpha.-imino-1-loweralkylpyrrole-2-acetonitrile using hydrogen sulfide as the reducing agent.

Preparation of 1-methylpyrrole-2-acetonitrile

The compounds are of the class of 5-aroyl-pyrrole alkanoic acids and corresponding acid derivatives thereof useful as anti-inflammatory agents and as synthetic intermediates.

Process for preparing alkyl, aroyl substitute pyrrole-2-acetates

Halo-substituted 1-loweralkyl-5-aroylpyrrole-2-acetic acid compounds, useful for their anti-inflammatory activity.

Halo-substituted 1-loweralkyl-5-aroylpyrrole-2-acetic acid compounds

A process for rearranging .alpha.-acyl pyrroles to .beta.-acyl pyrroles which comprises reacting the former with an excess of a strong, anhydrous, non-oxidizing acid, preferably with heating.

Preparation of .beta.-acyl pyrroles

A process of aroylating 1-alkylpyrrole-2-acetic acid esters and nitriles without employing the usual Friedel-Crafts of catalyst.

Uncatalyzed aroylation of 1-alkylpyrrole-2-acetic acid derivatives

Catalytic dehydrogenation of .DELTA.-2,.alpha.-pyrrolidenemalonates and .DELTA.-2,.alpha.-pyrrolidenemalononitriles yields pyrrole-2-acetates and pyrrole-2-acetonitriles, respectively. Subsequent hydrolysis of the latter affords pyrrole-2-acetic acids.

Preparation of pyrrole-2-acetic acid derivatives

Aroyl-substituted pyrroles

A process of preparing certain 5-aroyl-pyrrole-2-alkanoic acid derivatives using phosgene and certain 5-unsubstituted pyrroles as starting materials, and certain novel 5-chlorocarbonyl-pyrrole precursors.

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Norristown, PA, United States of America

John Robert Carson