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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009492Generated: November 2, 2026

Hydrochloric Acid → HCID 58009505, compound

https://huagongshe.com/reaction/1009492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantMethanesulfonamideHCID 72879—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 24883169HCID 24883169—
SolventDimethylformamideHCID 6228—
ProductHCID 58009505HCID 5800950598.2%

Reaction Steps

182 mg of 3-[({N-(3-chloro-2-methylphenyl)-N-[(4-methylphenyl)sulfonyl]glycyl}amino)methyl]benzoic acid was dissolved in 0.50 mL of DMF, and 75 mg of 1,1′-carbonyldiimidazole was added thereto, followed by stirring at room temperature for 1 hour. To the reaction liquid were added 40 mg of methane sulfonamide and 66 mg of DBU, followed by stirring at 50° C. for 8 hours. The reaction liquid was acidified by addition of 2.50 mL of 1 M hydrochloric acid, and then extracted with a mixed solvent of chloroform/methanol (5/1), and the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=100:0 to 95:5) to obtain 207 mg of 3-[({N-(3-chloro-2-methylphenyl)-N-[(4-methylphenyl)sulfonyl]glycyl}amino)methyl]-N-(methylsulfonyl)benzamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973078B2
Source datasetuspto-grants-2011_07
ORD IDord-8d9cb644bb5741b0b34f1a38d243e939
Source noteuspto-grants-2011_07