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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 581663Generated: October 24, 2026

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

https://huagongshe.com/en/reaction/581663

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-nitro-benzenesulfonamide (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 numberUS05922646
Source datasetuspto-grants-1999_07
ORD IDord-acded5627ff04c47b809c9982851e0f7
Source noteuspto-grants-1999_07