Triethylamine → 3-(2,6-Dimethylphenyl)-1-isopropyl-2-thioxo-imidazolidin-4-one

HRID 742268

Reaction equation

HRID 742268 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]=[C:10]=[S:11].[CH:12]([NH:15][CH2:16][C:17](O)=[O:18])([CH3:14])[CH3:13].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[N:9]1[C:17](=[O:18])[CH2:16][N:15]([CH:12]([CH3:14])[CH3:13])[C:10]1=[S:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 879762,6-Xylyl isothiocyanateHCID 414244NoName_76

Product 1

HCID 48528383-(2,6-Dimethylphenyl)-1-isopropyl-2-thioxo-imidazolidin-4-oneYield 49.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared by the procedure described in Example 45 using 16.3 g of 2,6-dimethylphenyl-isothiocyanate, 21.2 g of N-isopropyl glycine, 21.0 g of triethyl amine, and 300 mL of chloroform. Crystallization from ethanol afforded the title compound (12.9 g) as a white solid, m.p. 135°-137° C. Anal. Calcd. for. C14H18N2O S: C, 64.09; H, 6.92; N, 10.68. Found: C, 63.99; H, 6.72; N, 10.67. Mass spectrum (+FAB, I M+H]+) m/z 263.

Workup

  1. customThe title compound was prepared by the procedure
  2. customCrystallization from ethanol

Sources & evidence

ORD record
ord-ffb5a176460d46a090eac82120bfd0eb
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Linked notes

Loading…