3-Halomethylcarbonyl-9-benzoyl-1,2,3,4-tetrahydrocarbazoles

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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424274, C07D20986

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active

039418057

ABSTRACT:
Novel 3-Z-9-benzoyl-1,2,3,4-tetrahydrocarbazoles, wherein Z is CONR.sub.5 R.sub.6, CONHOH, CN, or COCH.sub.2 X, where X is chloro or bromo, having antimicrobial and/or anti-inflammatory activity are disclosed. Compounds wherein Z is CONR.sub.5 R.sub.6 and CONHOH are prepared from the corresponding 3-carboxylic acids by conversion to the corresponding acid chlorides and subsequent reaction with the appropriate amines and hydroxylamine respectively; compounds where Z is CN are prepared by the dehydration of the corresponding compounds where Z is CONH.sub.2 ; and the compounds where Z is COCH.sub.2 X are prepared by reacting hydrogen chloride or bromide with the corresponding compounds where Z is COCHN.sub.2 which in turn is prepared from the corresponding 3-carboxylic acid chloride by reaction with diazomethane.

REFERENCES:
patent: 3655697 (1972-04-01), Shen et al.
patent: 3687969 (1972-08-01), Alexander et al.
patent: 3824314 (1974-07-01), Lacoume
Synthetic Organic Chemistry (1953) Wagner et al. pp. 95, 566, 567.

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