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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109313Generated: October 28, 2026

Water → HCID 178497763, compound

https://huagongshe.com/reaction/2109313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantPotassium thiocyanateHCID 516872—
ReactantHCID 58861443HCID 58861443—
SolventAcetic AcidHCID 176—
ProductHCID 178497763HCID 17849776394.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-methyl-3-(2-oxo-2-pyridin-3-yl-ethylamino)-benzoic acid methyl ester (84.5 mg; 0.297 mmol) and KSCN (58 mg; 0.59 mmol) in 1.5 mL of HOAc were heated to 100° C. for 2 h. The mixture was then poured into water and carefully brought to pH 8 with NaOH. The mixture was immediately extracted with EtOAc, and the extract washed with brine. The washes were extracted once more with EtOAc, and the combined extracts were dried with Na2SO4, filtered, and concentrated to provide 3-(2-mercapto-4-pyridin-3-yl-imidazol-1-yl)-4-methyl-benzoic acid methyl ester (90 mg; 0.28 mmol; 93%). ESI MS m/z 326 [C17H15N3O2S+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514458B2
Source datasetuspto-grants-2009_04
ORD IDord-0f4f8d88fcef4240b36319f90cb4c615
Source noteuspto-grants-2009_04