Benzoyl isothiocyanate → N-[(3-benzyloxy-5-bromophenyl)carbamothioyl]benzamide
Reaktionsgleichung
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:13]=[C:14]([Br:16])[CH:15]=1)[NH2:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]([N:25]=[C:26]=[S:27])(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CC(C)=O>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([NH:12][C:26]([NH:25][C:17](=[O:24])[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[S:27])[CH:13]=[C:14]([Br:16])[CH:15]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 40 °C
Versuchsvorschrift
To a solution of 3-benzyloxy-5-bromo-aniline (480 g, 1.73 mol) in acetone (10 L) was added benzoylisothiocyanate (280 mL, 2.08 mol) at rt. After stirring the reaction mixture for 15 min, solid precipitated out and stirring was continued for 30 min at rt. After completion of reaction (by TLC), acetone was distilled off. Hexane (2 L) was added and again concentrated. To the concentrated solid was added hexane (4 L) heated to 40° C. for 30 min under stirring and the solid filtered. The solid was washed with hexane (2×2 L) to obtain the desired product (648 g, 85%).
Aufarbeitung
- customsolid precipitated out
- stirringstirring
- waitwas continued for 30 min at rt
- customAfter completion of reaction (by TLC), acetone
- distillationwas distilled off
- additionHexane (2 L) was added
- concentrationagain concentrated
- additionTo the concentrated solid was added hexane (4 L)
- stirringunder stirring
- filtrationthe solid filtered
- washThe solid was washed with hexane (2×2 L)
Quellen und Nachweise
- ORD-Eintrag
- ord-42d1b256812e4f4bb9a9e690709e631a
- Quelldatensatz
- uspto-grants-2015_11
- Patentnummer
- US09181234B2
Notizen zur Reaktion
Wird geladen…