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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925758Generated: October 28, 2026

Pyridine → Methyl 3-[2,6-dichloro-4-(trifluoromethyl)phenylsulfonamido]thiophene-2-carboxylate

https://huagongshe.com/reaction/1925758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantMethyl 3-amino-2-thiophenecarboxylateHCID 89652—
Reactant2,6-Dichloro-4-(trifluoromethyl)benzenesulfonyl chlorideHCID 2736869—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-[2,6-dichloro-4-(trifluoromethyl)phenylsulfonamido]thiophene-2-carboxylateHCID 6752051269.9%

Reaction Steps

Synthesized as described for 3 using 2,6-dichloro-4-(trifluoromethyl)benzene-1-sulfonyl chloride (2.5 g; 7.97 mmol), methyl 3-aminothiophene-2-carboxylate (1.14 g; 7.25 mmol), 4-dimethylaminopyridine (221.4 mg; 1.81 mmol), pyridine (11.81 mL; 145.0 mmol) and anhydrous dichloromethane (50 mL). Purification by automated silica gel chromatography (Biotage®) eluting with ethyl acetate/hexanes (0 to 30% v/v over 400 mL gradient elution) afforded the title compound as a white solid (2.20 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178699B2
Source datasetuspto-grants-2012_05
ORD IDord-6a68a64b3b484acb9b941d922a57dabf
Source noteuspto-grants-2012_05