Sodium Hydroxide → tert-Butyl 3-thioureidopropylcarbamate
Reaktionsgleichung
C([NH:9][C:10](=[S:23])[NH:11][CH2:12][CH2:13][CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])(=O)C1C=CC=CC=1.[OH-].[Na+]>CO>[C:18]([O:17][C:16](=[O:22])[NH:15][CH2:14][CH2:13][CH2:12][NH:11][C:10]([NH2:9])=[S:23])([CH3:21])([CH3:19])[CH3:20]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of tert-butyl (3-(3-benzoylthioureido)propyl)carbamate (0.83 g, 2.45 mmol) in MeOH (15 mL) was added sodium hydroxide aqueous solution (1.96 mL, 2.45 mmol). After stirring at rt for 2 h, the reaction mixture was concentrated in vacuo and azeotropped with toluene. The crude residue was purified via silica gel chromatography (MeOH-DCM, 9% with 1% NH4OH), affording the title compound (0.83 g, 43%). LCMS: Rt=0.47 min, m/z=234.2 (M+1) Method 2m_acidic.