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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11430Generated: October 27, 2026

Triethylamine → HCID 69642450, compound

https://huagongshe.com/reaction/11430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 6946556HCID 6946556—
Reactant(S)-1-(p-tolyl)ethanamineHCID 7015759—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 69642450HCID 6964245071%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 1.4 g (7.5 mmol) of methyl thiophen-2,5-dicarboxylate in CH2Cl2 (5 ml) is treated with 1.5 ml (18 mmol) thionylchloride and one drop of DMF and subsequently heated at 80° C. for 1 hour. The solvent and excess of thionylchloride are evaporated under reduced pressure, and the residue is dissolved in CH2Cl2 (10 ml) and treated slowly with (S)-1-(p-tolyl)ethylamine (1.0 g, 7.4 mmol) in CH2Cl2 (10 ml) and triethylamin (2 ml, 14.2 mmol). Stirring at rt is continued for 1 additional hour. The product is isolated after acidic work-up and recrystallisation as yellow solid (mp=165° C.) in 71% yield (1.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098241B2
Source datasetuspto-grants-2006_08
ORD IDord-ec579a0bb64c4ff396c5f146d1122968
Source noteuspto-grants-2006_08