Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300974Generated: October 30, 2026

Methyl chloroformate → N-tert.-butyl-2-dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide

https://huagongshe.com/reaction/2300974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantSodium BicarbonateHCID 516892—
Reactant5-Amino-n-tert.-butyl-2-dimethylaminocarbonylbenzenesulfonamideHCID 15240544—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductN-tert.-butyl-2-dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamideHCID 1524054583.3%

Reaction Steps

0.47 g of methyl chloroformate is added dropwise to a suspension of 1.50 g of 5-amino-N-tert.-butyl-2-dimethylaminocarbonyl-benzenesulfonamide (Example e) and 1.46 g of NaHCO3 in 50 ml of CH3CN at 0° C. When the reaction has ended, the reaction mixture is taken up in ethyl acetate and the mixture is washed with 1N hydrochloric acid, dried over MgSO4 and concentrated. 1.48 g of N-tert.-butyl-2-dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide are thus obtained; m.p.: 184-188° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498253B1
Source datasetuspto-grants-2002_12
ORD IDord-cde37942d3594074b26781c671cffbf3
Source noteuspto-grants-2002_12