5-Chloro-2-hydroxymethyl benzhydrol

Details 5-Chloro-2-hydroxymethyl benzhydrol 5-Chloro-2-hydroxymethyl benzhydrol

1973-05-23

1976-10-12

Rizzo, Nicholas S.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260602, 260611A, 260469, 260471C, 260471R, 424343, C07C 3302

Patent

active

039858111

ABSTRACT:
Pharmacologically active diphenylmethane derivatives of formula (I) ##SPC1##
wherein: R is halo, nitro or lower alkoxy; R.sub.1 is hydrogen, halo, nitro, lower alkyl or lower alkoxy; R.sub.2 is hydrogen, lower acyl, carbamyl or substituted carbamyl; X is an --OR.sub.3 or --NHR.sub.4 group wherein R.sub.3 is hydrogen, lower alkyl, phenyl, substituted phenyl, phenyl-lower alkyl, acyl, carbamyl or substituted carbamyl; R.sub.4 is hydrogen, lower alkyl or lower acyl; and x and y are integers from zero to two, provided that the sum of x and y is at least one. The compounds are prepared by hydrogenation of an o-benzoylbenzoic acid of formula (II) to the corresponding diol of formula (III) according to the following scheme: ##SPC2##
Wherein R, R.sub.1, x and y have the same meaning given above and Z is O or H.sub.2. As hydrogenating agents, a hydride or mixed metal hydrides are used. The diols of formula (III) may be subsequently coverted to other inventive compounds of formula (I) by simple chemical operations. The compounds have CNS depressant activity.

REFERENCES:
pernot et al., "Bull. Soc. Chim. de France," p. 322, (1953).
Bloniquist et al., "Chemical Abstracts," vol. 57, pp. 7180-7182, (1962).
Pernot et al., "Bull. Soc. Chim. France," p. 321, (1953).

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