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

HRID 581663

Reaktionsgleichung

Reaktionsgleichung von HRID 581663
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:10]=1[C:18](OC)=[O:19])(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:22][NH:23][CH3:24]>CO>[C:1]([NH:5][S:6]([C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:10]=1[C:18]([N:23]([CH3:24])[CH3:22])=[O:19])(=[O:8])=[O:7])([CH3:2])([CH3:4])[CH3:3]

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 15240542methyl 2-(N-tert-butylsulfamoyl)-4-nitrobenzoate

Produkt 1

HCID 15240543N-tert.-butyl-2-dimethylaminocarbonyl-5-nitro-benzenesulfonamideAusbeute 76,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
35 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. concentrationThe solution is concentrated under reduced pressure
  2. washthe mixture is washed successively with dilute hydrochloric acid, saturated NaHCO3 solution and saturated NaCl solution
  3. dry with materialAfter drying over MgSO4
  4. concentrationthe organic phase is concentrated

Quellen und Nachweise

ORD-Eintrag
ord-acded5627ff04c47b809c9982851e0f7
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05922646

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