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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548593Generated: October 28, 2026

Hydrochloric Acid → HCID 178428795, compound

https://huagongshe.com/reaction/548593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantPotassium CyanideHCID 9032—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-Chloro-3-cyclopropylmethylthio-2-methylbenzoic acidHCID 67158923—
ReactantHCID 178481725HCID 178481725—
CatalystAcetone CyanohydrinHCID 6406—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductHCID 178428795HCID 178428795—

Reaction Steps

161 mg (1.17 mmol) of 3-cyclopropyl-5-hydroxy-1-methylpyrazole and a few drops of N,N-dimethylaminopyridine were added to 272 mg (1.06 mmol) of 4-chloro-3-cyclopropylmethylthio-2-methylbenzoic acid. 244 mg (1.27 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were added, and the mixture was stirred at RT for 16 h. For work-up, 3 ml of 1M HCl were added, and the organic phase was freed from the solvent. 214 mg (2.12 mmol) of triethylamine, 10 drops of acetone cyanohydrin and a spatula tip of KCN were added to the residue in 15 ml of acetonitrile. This reaction mixture was stirred at RT for 16 h and then freed from the solvent. 2 ml of 1M HCl were added to the residue in 15 ml of CH2Cl2. The organic phase was freed from the solvent, and the residue was then purified chromatographically. This gave 154 mg of pure product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943551B2
Source datasetuspto-grants-2011_05
ORD IDord-8320c3a6168446a89366102585cd77a1
Source noteuspto-grants-2011_05