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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193920Generated: November 2, 2026

Nitrogen → 3-[tert-Butyl-(2,4-dichloro-benzoyl)-amino]-5-phenyl-thiophene-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/2193920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
Reactant2,4-Dichlorobenzoyl chlorideHCID 66645—
Reactant3-tert-Butylamino-5-phenyl-thiophene-2-carboxylic acid methyl esterHCID 20775771—
Solvent1,1-DichloroethaneHCID 6365—
Product3-[tert-Butyl-(2,4-dichloro-benzoyl)-amino]-5-phenyl-thiophene-2-carboxylic acid methyl esterHCID 2077575369.2%

Reaction Steps

To a solution of 3-tert-Butylamino-5-phenyl-thiophene-2-carboxylic acid methyl ester (100 mg, 0.35 mmol) in dichloroethane (10 ml) in an atmosphere of N2 was added 2,4-dichloro-benzoyl chloride (79 mg, 0.38 mmol). The reaction mixture was stirred for 16 h at reflux. Then, the solvents were removed and the residue was purified by flash chromatography (9:1 Hexane/EtOAc) to obtain 112 mg (69%) of 3-[tert-Butyl-(2,4-dichloro-benzoyl)-amino]-5-phenyl-thiophene-2-carboxylic acid methyl ester. NMR 1H (CDCl3, 400 MHz): 7.50 ppm (m, 2H, Haro); 7.44-7.34 ppm (m, 3H, Haro); 7.27 ppm (s, 1H, Haro); 7.18 ppm (dl, 1H, Haro); 7.14 ppm (d, 1H, Haro); 7.00 ppm (dd, 1H, Haro); 3.93 ppm (s, 3H); 1.56 ppm (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329924B2
Source datasetuspto-grants-2012_12
ORD IDord-2a62e448f80b499dbfd3a4ee91725468
Source noteuspto-grants-2012_12