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

HRID 742259

Reaction equation

HRID 742259 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[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]=[C:6]([CH3:8])[CH:5]=[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 1423861-Isothiocyanato-2,4-dimethylbenzeneHCID 316542N-Ethylglycine

Product 1

HCID 114024013-(2,4-Dimethylphenyl)-1-ethyl-2-thioxo-imidazolidin-4-oneYield 43.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared by the procedure described in Example 16 using 16.3 g of 2,4-dimethylphenyl-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 (10.8 g) as a light peach solid, m.p. 161°-162° C. Anal. Calcd. for. C13H16N2O S: C,62.87; H, 6.49; N, 11.28. Found: C, 62.63; H, 6.45; N, 11.17. Mass spectrum (El, M.+) m/z 248.

Workup

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

Sources & evidence

ORD record
ord-c23a548dbd0c42f8a6d64950860143bc
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Linked notes

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