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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300972Generated: October 30, 2026

Dimethylamine → N-tert.-butyl-2-dimethylaminocarbonyl-5-nitro-benzenesulfonamide

https://huagongshe.com/reaction/2300972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactantmethyl 2-(N-tert-butylsulfamoyl)-4-nitrobenzoateHCID 15240542—
SolventMethanolHCID 887—
ProductN-tert.-butyl-2-dimethylaminocarbonyl-5-nitro-benzenesulfonamideHCID 1524054376.8%

Reaction Conditions

Temperature35 °C

Reaction Steps

115 g of N-tert.-butyl-2-methoxycarbonyl-5-nitrobenzenesulfonamide (Example c) in 1500 ml of methanol are gassed with about 200 g of dimethylamine. The mixture is stirred at about 35° C. for one week. The solution is concentrated under reduced pressure, the residue is taken up in ethyl acetate and the mixture is washed successively with dilute hydrochloric acid, saturated NaHCO3 solution and saturated NaCl solution. After drying over MgSO4, the organic phase is concentrated. 92 g of N-tert.-butyl-2-dimethylaminocarbonyl-5-nitro-benzensulfonamide are obtained: m.p.: 138-141° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498253B1
Source datasetuspto-grants-2002_12
ORD IDord-77b82b31f09c4609b23f62930c0fc900
Source noteuspto-grants-2002_12