Process for the manufacture of 5-cyano-4-lower alkyl-oxazoles

Details Process for the manufacture of 5-cyano-4-lower alkyl-oxazoles Process for the manufacture of 5-cyano-4-lower alkyl-oxazoles

1998-01-20

1999-06-08

Higel, Floyd D.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D26334, C07D26330, C07D26344, C07D26336

Patent

active

059105941

ABSTRACT:
A process for the manufacture of a 5-cyano-4-lower alkyl-oxazole by the dehydration of a 5-carbamoyl-4-lower alkyl-oxazole is disclosed. The reaction is carried out by dehydrating the oxazole with silicon tetrachloride in the presence of an amine in an aprotic organic solvent. 5-Carbamoyl-4-methyl-oxazole may be dehydrated by the process in accordance with the invention to obtain 5-cyano-4-methyl-oxazole, which is a valuable intermediate in the synthesis of pyridoxine.

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Cragg et al, Tetrahedron Letters, vol. 22, No. 22, pp. 2127 to 2130, 1981.
Fieser et al, "Reagents for Organic Synthesis", vol. 10, p. 347, 1982.
Rinderspacher et al, "Uber Dipyridl-ahnliche Thiazolyl-oxazole", Helvetica Chimica Acta 43:1522-1530 (1960).
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