Method of preparing 4-methyl-5-hydroxymethyl-imidazole

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D23364

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041895916

ABSTRACT:
The yield of 4-methyl-5-hydroxymethyl-imidazole from the known reaction between formaldehyde and 4-methyl-imidazole can be increased greatly if the reaction is performed in a concentrated aqueous medium at pH 11-13.5, preferably 12-13.5, at a temperature of 20.degree.-60.degree. C., preferably 30.degree.-40.degree. C., with an amount of formaldehyde not exceeding 1.5 mole per mole of 4-methyl-imidazole.

REFERENCES:
patent: 4104473 (1978-08-01), Sawa et al.
Godefroi et al., Recueil des travaux chimiques de pays/bas 1972, vol. 91, pp. 1383-1392.
Grindley et al., J. Chem. Soc. (London) 1927, pp. 3128-3136.
Hofmann, Imidazole and Its Derivatives Part I, pp. 99-100, N.Y., Interscience, 1953.
Masui et al., Chem. Pharm. Bull. 1974, vol. 22, pp. 2359-2364.
Windaus Berichte (Deutsche Chem. Gesellschaft) 1909, vol. 42, pp. 758-763.

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