Triethylamine → 3-(2,5-Dimethylphenyl)-1-ethyl-2-thioxo-imidazolidin-4-one

HRID 343607

Reaction equation

HRID 343607 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[N:9]=[C:10]=[S:11].[CH2:12]([NH:14][CH2:15][C:16](O)=[O:17])[CH3:13].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[N:9]1[C:16](=[O:17])[CH2:15][N:14]([CH2:12][CH3:13])[C:10]1=[S:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1404992,5-Dimethylphenyl isothiocyanateHCID 316542N-Ethylglycine

Product 1

HCID 118175103-(2,5-Dimethylphenyl)-1-ethyl-2-thioxo-imidazolidin-4-oneYield 42.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared by the procedure described in Example 9 using 16.3 g of 2,5-dimethylphenyl-isothiocyanate, 18.4 g of N-ethyl glycine, 20.2 g of triethyl amine, and 250 mL of chloroform. Crystallization from ethyl acetate afforded the title compound (10.6 g) as an off-white solid, m.p. 176°-178° C. Anal. Calcd. for. C13H16N2OS: C, 62.87; H, 6.49; N, 11.28. Found: C, 62.70; H, 6.46; N, 11.27. Mass spectrum (EI, M.+) m/z 248.

Workup

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

Sources & evidence

ORD record
ord-fbbdbce8eb584f1faae36ae160e84bd0
Source dataset
uspto-grants-1999_01
Patent number
US05861517

Linked notes

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