Process for the preparation of 2-(1-hydroxyalkyl)-5,5-diphenylhy

Details Process for the preparation of 2-(1-hydroxyalkyl)-5,5-diphenylhy Process for the preparation of 2-(1-hydroxyalkyl)-5,5-diphenylhy

1986-09-19

1987-11-24

Schwartz, Richard A.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548314, C07D23372

Patent

active

047090421

ABSTRACT:
Described is a process for preparing 2-(1-hydroxyalkyl)-5,5-diphenylhydantoin having the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each independently hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.15 aralkyl, unsubstituted or substituted aryl or heteroaryl or alternatively, or R.sub.1 and R.sub.2 together with the carbon atom form a 3 to 12 member cycloalkyl group, the process comprising: reacting diphenylhydantoin with an aldehyde or a ketone in the presence of a strong inorganic base; an alcohol was used as solvent to solubilize the reactants. The reaction is practically complete in 15 minutes.
The compounds so prepared are intermediates in the preparation of phenyltoin prodrugs.

REFERENCES:
patent: 4163058 (1979-07-01), Stella et al.
patent: 4260769 (1981-04-01), Stella et al.
March, J. Advanced Organic Chemistry, McGraw Hill, New York, 1968, pp. 667-668.

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