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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220399Generated: October 31, 2026

Hydrochloric Acid → HCID 69102861, compound

https://huagongshe.com/reaction/2220399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantMethanesulfonamideHCID 72879—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 24824646HCID 24824646—
SolventDimethylformamideHCID 6228—
ProductHCID 69102861HCID 6910286197.8%

Reaction Steps

To a solution of 4-bromo-2-(isopropylthio)benzoic acid (47.90 g) in N,N-dimethylformamide (480 ml) was added 1,1′-carbonyldiimidazole (31.00 g) and stirred for 30 minutes at room temperature under nitrogen atmosphere. To the mixture were added methanesulfonamide (18.17 g) and 1,8-diazabicyclo[5.4.0]-7-undecene (39.10 ml) and then stirred at room temperature overnight. The reaction mixture was poured into hydrochloric acid aqueous solution (1N, 2 l) and extracted with ethyl acetate (2 l). The separated organic layer was washed with water (2 l) and brine (2 l), dried over magnesium sulfate and concentrated in vacuo. Then the residue was dried to give 4-bromo-2-(isopropylthio)-N-(methylsulfonyl)benzamide (60.00 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417060B2
Source datasetuspto-grants-2008_08
ORD IDord-a843415d6d034f0f87e64e7a73c3f597
Source noteuspto-grants-2008_08