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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453494Generated: October 30, 2026

3,4-Dichloroaniline → Tert-butyl 2-(4-(4-((3,4-dichlorophenyl)carbamoyl)phenoxy)-3-(methylsulfonamidomethyl)phenyl)acetate

https://huagongshe.com/reaction/453494

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-DichloroanilineHCID 7257—
ReactantOxalyl chlorideHCID 65578—
Reactant4-(4-(2-Tert-butoxy-2-oxoethyl)-2-(methylsulfonamido-methyl)phenoxy)benzoic acidHCID 68464598—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 2-(4-(4-((3,4-dichlorophenyl)carbamoyl)phenoxy)-3-(methylsulfonamidomethyl)phenyl)acetateHCID 6846334937%

Reaction Steps

The product of step D (62 mg, 0.14 mmol) was diluted with methylene chloride (1 mL) followed by the addition of oxalyl dichloride (0.093 mL, 0.19 mmol) and 1 drop of DMF. The reaction was stirred for 30 minutes followed by the addition of 3,4-dichlorobenzenamine (46 mg, 0.28 mmol). The reaction was allowed to stir for 1 hour. The reaction mixture was loaded directly onto a 12i sim and purified on the horizon eluting with methylene chloride:MeOH (99.5-0.5 to 95:5) to yield 30 mg of tert-butyl 2-(4-(4-((3,4-dichlorophenyl)carbamoyl)phenoxy)-3-(methylsulfonamidomethyl)phenyl)acetate as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492437B2
Source datasetuspto-grants-2013_07
ORD IDord-456aba8a9a4241229b3272815b757f0e
Source noteuspto-grants-2013_07