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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591995Generated: October 29, 2026

Triethylamine → HCID 67138505, compound

https://huagongshe.com/reaction/1591995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-MethylbenzeneethanamineHCID 11503—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 67139805HCID 67139805—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 67138505HCID 67138505—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of the title D compound, 5-[5-(2,4-dimethoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl]-thiophene-2-carboxylic acid (220 mg, 0.52 mmol) in toluene (10 mL) is treated with SOCl2 (3 mL) and the mixture is heated at 80° C. for 1 h. The volatiles are evaporated and the residue is dissolved in toluene. The solvent is evaporated again and the residue is dissolved in CH2Cl2(10 mL). A mixture of N-methylphenethylamine (35 mg, 0.25 mmol) and triethylamine (39 mg, 38.7 mmol) in CH2Cl2 (1 mL) is added and the mixture is stirred for 16 h. The solvent is evaporated and the residue is chromatographed over silica gel using 0-100% EtOAc in hexane as the eluent to afford 5-[5-(2,4-dimethoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl]-thiophene-2-carboxylic acid methyl-phenethyl-amide as a clear oil: [M+1]+=544.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291635B2
Source datasetuspto-grants-2007_11
ORD IDord-6470d362be734a2d9139f89b0d868856
Source noteuspto-grants-2007_11