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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053265Generated: October 30, 2026

Hydrochloric Acid → 5-(4-Chlorophenyl)-4-((dimethylamino)methyl)-3-(4sulfamoylphenyl) thiophene-2-carboxylic acid

https://huagongshe.com/reaction/1053265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 5-(4-chlorophenyl)-4-((dimethylamino)methyl)-3-(4-(N-((dimethylamino)methylene)sulfamoyl)phenyl)thiophene-2-carboxylateHCID 68285447—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product5-(4-Chlorophenyl)-4-((dimethylamino)methyl)-3-(4sulfamoylphenyl) thiophene-2-carboxylic acidHCID 6828623194.9%

Reaction Conditions

Temperature75 °C

Reaction Steps

Ethyl 5-(4-chlorophenyl)-4-((dimethylamino)methyl)-3-(4-(N-((dimethylamino)methylene)sulfamoyl)phenyl)thiophene-2-carboxylate (compound 35c, 1.0 g, 1.87 mmol) was suspended in ethanol (20 ml) and a solution of NaOH (0.37 g, 9.36 mmol) in water (2 ml) was added to it at 25° C. The reaction mixture was heated at 75° C. under stirring for 2 hr. The progress of the reaction was monitored by TLC. The reaction mixture was concentrated under reduced pressure. The residue so obtained was then diluted with water (5 ml) and cooled using ice bath. To the cooled mixture was then added aqueous 10% HCl to bring pH of the mixture to between 5 and 6. The resulting solid was filtered and dried under reduced pressure to obtain the title compound (0.8 g, 94.78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09393247B2
Source datasetuspto-grants-2016_07
ORD IDord-ad7dcb8329e944b2a9dc5208f50e845d
Source noteuspto-grants-2016_07