Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992216Generated: October 30, 2026

Ammonia → HCID 58728741, compound

https://huagongshe.com/reaction/1992216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantBenzenesulfonamideHCID 7370—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3-Ethoxy-2,2-dimethyl-3-oxopropanoic acidHCID 231754—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichloroethaneHCID 11—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58728741HCID 58728741—

Reaction Conditions

Temperature40 °C

Reaction Steps

Benzenesulfonamide was made by adding benzenesulfonyl chloride to a solution of ammonia in tetrahydrofuran and evaporating to a solid. Benzenesulfonamide (87 mg, 0.50 mmole) was added to a shaken suspension of 3-ethoxy-2,2-dimethyl-3-oxopropanoic acid (100 mg, 0.62 mmole) reactivated on PS-DCC resin (1.62 g, 1.25 mmole) and 1.50 mmole of N,N-dimethylpyridin-4-amine in DCE. When reaction is complete the resin is filtered off and the organic layer washed with 1N HCl dried and evaporated. The resulting residue was dissolved in 6 ml of ethanol and 6 ml of 1N LiOH was added and heated to 40° C. The reaction was neutralized with 1N HCl and evaporated to afford 2,2-dimethyl-3-oxo-3-[(phenylsulfonyl)amino]propanoic acid as a crude product which was used with no further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07645771B2
Source datasetuspto-grants-2010_01
ORD IDord-a4e39f4c82cf4821b6f381cf11f26100
Source noteuspto-grants-2010_01