Dichloromethane → 1-Butyl-3-(3-chloro-6-methylphenyl)-2-thioxo-imidazolidin-4-one

Reaktionsgleichung

Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]=[C:10]=[S:11].[CH2:12]([NH:16][CH2:17][C:18]([OH:20])=O)[CH2:13][CH2:14][CH3:15].C(N(CC)CC)C.C(Cl)[Cl:29]>>[CH2:12]([N:16]1[CH2:17][C:18](=[O:20])[N:9]([C:3]2[C:4]([CH3:8])=[CH:5][CH:6]=[C:7]([Cl:29])[CH:2]=2)[C:10]1=[S:11])[CH2:13][CH2:14][CH3:15]

Komponenten

Edukt 4

HCID 6344Dichloromethane

HCID 8471Triethylamine

HCID 413376NoName_600

HCID 37317252-Chloro-6-Methylphenyl Isothiocyanate

Produkt 1

HCID 189682151-Butyl-3-(3-chloro-6-methylphenyl)-2-thioxo-imidazolidin-4-one

Versuchsvorschrift

The title compound was prepared by the procedure described in Example 54 using 6.5 g of 2-chloro-6-methylphenyl-isothiocyanate, 8.5 g of N-butyl glycine, 10.0 g of triethyl amine, and 150 mL of methylene chloride. Purification was achieved by flash chromatography on silica gel (methylene chloride). Crystallization from ethanol afforded the title compound (3.85 g) as a light pink solid, m.p. 97°-100° C. Anal. Calcd. for. C14H17Cl N2O S: C, 56.65; H, 5.77; N, 9.44. Found: C, 56.45; H, 5.67; N, 9.33. Mass spectrum (+FAB, [M+H]+) m/z 297.