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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14611Generated: October 25, 2026

Triethylamine → Rac-4-(2-chloro-propionylamino)-thiophene-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/14611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Chloropropionyl chlorideHCID 111019—
ReactantMethyl 4-aminothiophene-3-carboxylateHCID 2777610—
SolventDichloromethaneHCID 6344—
ProductRac-4-(2-chloro-propionylamino)-thiophene-3-carboxylic acid methyl esterHCID 6868835682%

Reaction Conditions

Temperature-15 °C

Reaction Steps

To a suspension of 4-amino-thiophene-3-carboxylic acid methyl ester (2.0g) in dichloromethane (25 mL) was added 2-chloropropionyl chloride (1.13 mL). The reaction mixture was then cooled down to −15° C. and a solution of triethylamine (3.2 mL) in dichloromethane (5 mL) was slowly added over 30 minutes. After such time the reaction mixture was allowed to warm up to room temperature, and the solution was washed twice with water, dried over sodium sulfate and then concentrated in vacuo. The residue was purified by column chromatography to yield the title compound as a light yellow solid (2.1g, 82%). MS (EI): 247.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732452B2
Source datasetuspto-grants-2010_06
ORD IDord-b604834c7358483795593421fbc68b98
Source noteuspto-grants-2010_06