Tert-Butylamine → methyl 2-(N-tert-butylsulfamoyl)-4-nitrobenzoate

HRID 581662Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 581662
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].Cl[S:7]([C:10]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13])(=[O:9])=[O:8]>C(OCC)(=O)C>[C:1]([NH:5][S:7]([C:10]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13])(=[O:8])=[O:9])([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 6385Tert-ButylamineHCID 15240541Methyl 2-(chlorosulfonyl)-4-nitrobenzoate

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

206 g of tert-butylamine are added dropwise to a solution of 384 g of methyl 2-chlorosulfonyl-4-nitro-benzoate (Example b) in 1500 ml of ethyl acetate at 0° C. The reaction mixture is then allowed to warm up to room temperature and is stirred at this temperature for 1 hour. After washing with dilute hydrochloric acid and water, the organic phase is dried over MgSO4 and concentrated. The residue is extracted by stirring with diisopropyl ether; Yield of sulfonamide: 377.6 g; m.p.: 122-124° C.

Aufarbeitung

  1. washAfter washing with dilute hydrochloric acid and water
  2. dry with materialthe organic phase is dried over MgSO4
  3. concentrationconcentrated
  4. extractionThe residue is extracted
  5. stirringby stirring with diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-d692b5868745437ea0fc3af6e425a959
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05922646

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