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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1112486Generated: October 30, 2026

Formaldehyde → [2-(2-Methylphenyl)-1H-imidazole-4,5-diyl]dimethanol

https://huagongshe.com/reaction/1112486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant2-MethoxyethanolHCID 8019—
ReactantPotassium CarbonateHCID 11430—
Reactant1H-Imidazole, 2-(2-methylphenyl)-HCID 11469215—
SolventWaterHCID 962—
Product[2-(2-Methylphenyl)-1H-imidazole-4,5-diyl]dimethanolHCID 227643985%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 15.8 g (0.1 mole) of 2-o-tolylimidazole 9 g (0.3 mole) of paraformaldehyde, 2 g (0.015 mole) of potassium carbonate and 50 ml of methyl cellosolve was heated at 90° C. for 30 minutes with stirring in the same way as in Example 1. Then, 200 ml of water was added, and the reaction mixture was boiled for a while and cooled. The crystals were collected by filtration, boiled together with 20 g of toluene, and collected by filtration. The crystals collected were dissolved in acetone, and a small amount of activated carbon was added. The mixture was filtered, and the filtrate was evaporated to dryness to afford 2-o-tolyl-4,5-dihydroxymethyl imidazole as a final product in an amount of 1 g (yield 5%). The thin-layer chromatography (alumina G, ethanol) of the crystals gave only one spot at Rf = 0.6-0.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04122277
Source datasetuspto-grants-1978_10
ORD IDord-537bc3dfc1194049bd178b4a9442a70b
Source noteuspto-grants-1978_10