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

HRID 742243Notes

Reaction equation

HRID 742243 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]([OH:7])=O)[CH3:2].[CH3:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[C:10]=1[N:16]=[C:17]=[S:18].C(N(CC)CC)C>C(Cl)Cl>[CH3:15][C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([CH3:8])[C:10]=1[N:16]1[C:5](=[O:7])[CH2:4][N:3]([CH2:1][CH3:2])[C:17]1=[S:18]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 879762,6-Xylyl isothiocyanateHCID 316542N-Ethylglycine

Product 1

HCID 114365903-(2,6-Dimethylphenyl)-1-ethyl-2-thioxo-imidazolidin-4-oneYield 18.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by the procedure described in Example 19 using 9.2 g of N-ethyl glycine, 8.2 g of 2,6-dimethylphenyl-isothiocyanate, 10.1 g of triethylamine, and 150 mL of methylene chloride. Purification was achieved through crystallization from ethanol. Title compound (2.3 g) was obtained as a white solid (2.3 g). m.p. 128°-131° C. Anal. Calcd. for. C13H16N2O S: C, 62.87; H, 6.49; N, 11.28. Found: C, 62.83; H, 6.50; N, 11.25. Mass spectrum (EI, M.+) m/z 248.

Workup

  1. customThe title compound was prepared by the procedure
  2. customPurification
  3. customwas achieved through crystallization from ethanol

Sources & evidence

ORD record
ord-09d59b35ef8147ea8982139602388fce
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Reaction notes

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