An improved synthesis of 3-hydroxymethylantipyrine using antipyrine as starting material.
A partly new synthesis of 3-hydroxymethylantipyrine, an important metabolite of antipyrine in man and therefore frequently used as a reference substance, is described. The use of tri-n-butyltin hydride to reduce the vinyl bromide system in 3-hydroxymethyl-4-bromoantipyrine is the main improvement, since it enables the isolation of salt-free 3-hydroxymethylantipyrine in an almost quantitative yield.
W
W
Buijs
B
B
van Meeteren-Wälchli
D D
DD
Breimer
A
A
van der Gen
D000983:Antipyrine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D014220:Trialkyltin Compounds / Q000494:pharmacology
D014220:Trialkyltin Compounds; C031820:3-hydroxymethylantipyrine; C011559:tributyltin; D000983:Antipyrine