Triethylamine → 1-Ethyl-2-thioxo-3-(2,4,5-trimethylphenyl)-imidazolidin-4-one

HRID 343608

Reaction equation

HRID 343608 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][C:3]=1[N:10]=[C:11]=[S:12].[CH2:13]([NH:15][CH2:16][C:17](O)=[O:18])[CH3:14].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:13]([N:15]1[CH2:16][C:17](=[O:18])[N:10]([C:3]2[CH:4]=[C:5]([CH3:9])[C:6]([CH3:8])=[CH:7][C:2]=2[CH3:1])[C:11]1=[S:12])[CH3:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1405012,4,5-Trimethylphenyl isothiocyanateHCID 316542N-Ethylglycine

Product 1

HCID 113574921-Ethyl-2-thioxo-3-(2,4,5-trimethylphenyl)-imidazolidin-4-oneYield 58.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared by the procedure described in Example 9 using 17.7 g of 2,4,5-trimethylphenyl-isothiocyanate, 18.4 g of N-ethyl glycine, 20.2 g of triethyl amine, and 250 mL of chloroform. Crystallization from ethanol afforded the title compound (15.3 g) as an off-white solid, m.p. 162°-164° C. Anal. Calcd. for. C14H18N2OS: C, 64.09; H, 6.92; N, 10.68. Found: C, 64.21; H, 6.93; N, 10.80. Mass spectrum (EI, M.+) m/z 262.

Workup

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

Sources & evidence

ORD record
ord-4dae909f195046f28e8127ed3038fe23
Source dataset
uspto-grants-1999_01
Patent number
US05861517

Linked notes

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