Triethylamine → 1-Ethyl-3-(2-tolyl)-2-thioxo-imidazolidin-4-one

HRID 343601Notes

Reaction equation

HRID 343601 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]([OH:7])=O)[CH3:2].[C:8]1([CH3:17])[C:9]([N:14]=[C:15]=[S:16])=[CH:10][CH:11]=[CH:12][CH:13]=1.C(N(CC)CC)C>C(Cl)Cl>[CH2:1]([N:3]1[CH2:4][C:5](=[O:7])[N:14]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH3:17])[C:15]1=[S:16])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 691952-Methylphenyl isothiocyanateHCID 316542N-Ethylglycine

Product 1

HCID 113108691-Ethyl-3-(2-tolyl)-2-thioxo-imidazolidin-4-oneYield 31%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The tide compound was prepared by the procedure described in Example 7 using 9.2 g of N-ethyl glycine, 7.4 g of 2-tolyl-isothiocyanate, 10.1 g of triethylamine, and 150 mL of methylene chloride. Purification was achieved through crystallization from ethanol. Title compound (3.6 g) was obtained as a creamy solid, m.p. 105°-108° C. Anal. Calcd. for. C12H14N2O S: C, 61.51; H, 6.02; N, 11.93. Found: C, 61.22; H, 5.96; N, 11.89. Mass spectrum (EI, M.+) m/z 234.

Workup

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

Sources & evidence

ORD record
ord-ec0b8ee57ea44ec898b0a8069113decb
Source dataset
uspto-grants-1999_01
Patent number
US05861517

Reaction notes

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