2-Chloro-4-(4-(3-(4-fluoro-3-methoxyphenyl)thioureido)-2-methyl-3-oxobutan-2-yl)benzenesulfonamide → HCID 178492991, Verbindung

HRID 83874Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 83874
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:26])([C:10](=O)[CH2:11][NH:12][C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]([O:23][CH3:24])[CH:17]=2)=[S:14])[CH3:9])[CH:5]=[CH:4][C:3]=1[S:27]([NH2:30])(=[O:29])=[O:28]>CC(O)=O>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([C:10]2[N:15]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[C:18]([O:23][CH3:24])[CH:17]=3)[C:13]([SH:14])=[N:12][CH:11]=2)([CH3:26])[CH3:9])[CH:5]=[CH:4][C:3]=1[S:27]([NH2:30])(=[O:29])=[O:28]

Komponenten

3

Edukt 1

HCID 866622522-Chloro-4-(4-(3-(4-fluoro-3-methoxyphenyl)thioureido)-2-methyl-3-oxobutan-2-yl)benzenesulfonamide

Produkt 1

HCID 178492991HCID 178492991, VerbindungAusbeute 82,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 2-chloro-4-(4-(3-(4-fluoro-3-methoxyphenyl)thioureido)-2-methyl-3-oxobutan-2-yl)benzenesulfonamide (8.6 g, 18.1 mmol) in AcOH (100 mL) was refluxed 3 h. After the reaction was complete, the solution was cooled to room temperature and azeotroped with toluene. The residue was triturated with Et2O, filtered and dried to provide the title compound (6.8 g, 82% yield) as a light yellow solid. 1H NMR (400 MHz, CDCl3+MeOD) δ 7.92 (d, J=8.4 Hz, 1H), 7.09 (s, 1H), 7.06 (d, J=8.4 Hz, 1H), 6.97 (t, J=8.4 Hz, 1H), 6.89 (s, 1H), 6.38 (m, 1H), 6.13 (d, J=7.2 Hz, 1H), 3.58 (s, 3H), 1.54 (s, 6H); MS (EI) m/z 456 (MH+).

Aufarbeitung

  1. customazeotroped with toluene
  2. customThe residue was triturated with Et2O
  3. filtrationfiltered
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-aac0b30e74a041b9b6bced49430c31a2
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846739B2

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