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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368469Generated: October 31, 2026

Water → HCID 178502684, compound

https://huagongshe.com/reaction/2368469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN,O-DimethylhydroxylamineHCID 14232—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantHCID 178524781HCID 178524781—
SolventPyridineHCID 1049—
ProductHCID 178502684HCID 178502684—

Reaction Steps

A solution of 1-(4-fluorophenyl)-2-mercapto-1H-imidazole-5-carboxylic acid (4) (2.2 g, 9.23 mmol), N,O-dimethylhydroxylamine (0.9 g, 9.23 mmol), and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDCI) (1.77 g, 9.23 mmol) in pyridine was heated at 40° C. overnight. The reaction was cooled to room temperature, water was added and the solution was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to yield 1-(4-fluorophenyl)-2-mercapto-N-methoxy-N-methyl-1H-imidazole-5-carboxamide (5) as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703776B2
Source datasetuspto-grants-2014_04
ORD IDord-ddaa5fe9fc7943caaf773758245c2802
Source noteuspto-grants-2014_04