2-Amino-4-chlorobenzenesulphonamide → HCID 178448906, Verbindung

HRID 1066127

Reaktionsgleichung

Reaktionsgleichung von HRID 1066127
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9]([NH2:12])(=[O:11])=[O:10].[CH:13]([N:17]=[C:18]=S)([CH2:15][CH3:16])[CH3:14]>C(OCC)(=O)C>[CH:13]([NH:17][C:18]1[NH:1][C:2]2[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=2[S:9](=[O:11])(=[O:10])[N:12]=1)([CH2:15][CH3:16])[CH3:14]

Komponenten

4

Edukt 2

HCID 777902-Amino-4-chlorobenzenesulphonamideHCID 781512-Butyl isothiocyanate

Produkt 1

HCID 178448906HCID 178448906, VerbindungAusbeute 7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 2-amino-4-chlorobenzenesulfonamide (2.1 g, 10.16 mmol) and sec-butyl isothiocyanate (5.0 ml, 40.9 mmol) was heated at 150° C. for 4 h. The mixture was allowed to cool and then stirred with 25 ml of ethyl acetate for 1 h. The precipitate was isolated by filtration and recrystallised from ethanol to give 201 mg (7%) of the title compound as white crystals; m.p. 242-245° C.; 1H-NMR (DMSO-d6): δ 0.89 (t, 3H, CH2CH3), 1.15 (d, 3H, CHCH3), 1.50 (m, 2H, CH2), 3.76 (m, 1H, CH), 7.19 (br.s, 1H, NH), 7.29 (m, 2H, ArH), 7.68 (d, 1H,ArH), 10.35 (br.s, 1H, NH); MS: m/e 287/289 (M+); (C11H14Cl1O3S1) calc. C45.91 H, 4.90; N, 14.60; found C, 46.42; H, 5.08; N, 14.65.

Aufarbeitung

  1. temperatureto cool
  2. customThe precipitate was isolated by filtration
  3. customrecrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-25913c05549e4aaa8ef8897da94de8ea
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06242443B1

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