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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847526Generated: October 30, 2026

4-Toluenesulfonyl chloride → 5-methyl-1-tosyl-1H-imidazole-4-carbaldehyde

https://huagongshe.com/reaction/847526

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
Reactant5-Methyl-1H-imidazole-4-carbaldehydeHCID 2795887—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-methyl-1-tosyl-1H-imidazole-4-carbaldehydeHCID 1505195183.9%

Reaction Steps

To a suspension of 5-methyl-1H-imidazole-4-carbaldehyde (20 g) in N,N-dimethylformamide (100 ml) was added triethylamine (20.5 g) and p-toluenesulfonyl chloride (38 g). The mixture was stirred under ice-cooling for two hours. The reaction mixture was diluted with water (600 ml) and separated organic layer was filtered. The residue obtained was suspended in methanol (100 ml). After being stirred at ambient temperature for two hours, the mixture was cooled and filtered to give 5-methyl-1-tosyl-1H-imidazole-4-carbaldehyde (40.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05141945
Source datasetuspto-grants-1992_08
ORD IDord-3090c8e6a68147d7a186a36b2eda3371
Source noteuspto-grants-1992_08