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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 486219Generated: October 26, 2026

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

https://huagongshe.com/reaction/486219

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 numberUS05290785
Source datasetuspto-grants-1994_03
ORD IDord-da4887896f4b4fe3b48ad314ed9cc3a3
Source noteuspto-grants-1994_03