Process for the preparation of a furan derivative

Details Process for the preparation of a furan derivative Process for the preparation of a furan derivative

1981-12-30

1983-08-16

Raymond, Richard

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549370, 549448, 549488, 549491, C07D30746

Patent

active

043992943

ABSTRACT:
Ranitidine is prepared by treating an aldehyde of formula (II) ##STR1## with dimethylamine and a reducing agent which is capable of effecting reductive alkylation to introduce the group Me.sub.2 NCH.sub.2 -- but which does not reduce the nitroethene group. The reaction is carried out in a suitable solvent, preferably in the presence of an acid or followed by treatment with an acid. Suitable reducing agents include, diborane, aluminium hydride and alkali or alkaline earth metal borohydrides.
The aldehyde (II) may be generated in situ from an acetal of formula (III) ##STR2## where R.sub.1 and R.sub.2 are both alkyl groups or R.sub.1 OCHOR.sub.2 forms a cyclic acetal.

REFERENCES:
patent: 4128658 (1978-12-01), Price et al.
patent: 4318913 (1982-03-01), Clitherow et al.
Patai, ed., The Chemistry of the Carbonyl Group, Interscience Publishers, New York, 1966, pp. 188-192.

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