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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605313Generated: October 30, 2026

Dimethylformamide → 5-(4-Hydroxy-phenylsulfanyl)-4-nitro-thiophene-2-carboxylic acid (3-bromo-phenyl)-amide

https://huagongshe.com/reaction/605313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-BromoanilineHCID 11562—
ReactantOxalyl chlorideHCID 65578—
Reactant5-(4-Hydroxy-phenylsulfanyl)-4-nitro-thiophene-2-carboxylic acidHCID 67040639—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product5-(4-Hydroxy-phenylsulfanyl)-4-nitro-thiophene-2-carboxylic acid (3-bromo-phenyl)-amideHCID 67040999—

Reaction Steps

The product from Example 351C was dissolved in dichloromethane followed by the addition of a solution of oxalyl chloride and a catalytic amount of dimethylformamide. The solution was stirred at room temperature for 3 hours followed by the addition of 3-bromoaniline and pyridine. The resultant solution was stirred at room temperature for 20 hours followed by the addition of water and extraction of the solution with ethyl acetate, the organic extracts dried and concentrated under vacuum to provide the crude product, which was purified by silica gel chromatograpy to provide the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910595B2
Source datasetuspto-grants-2011_03
ORD IDord-ab90165e53c14013b1b83a758ed72568
Source noteuspto-grants-2011_03