Triethylamine → 4-Imidazolidinone, 1-ethyl-2-thioxo-3-[4-(trifluoromethoxy)phenyl]-

HRID 742242Notes

Reaction equation

HRID 742242 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]([OH:7])=O)[CH3:2].[F:8][C:9]([F:21])([F:20])[O:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]=[C:18]=[S:19])=[CH:13][CH:12]=1.C(N(CC)CC)C>C(Cl)Cl>[CH2:1]([N:3]1[CH2:4][C:5](=[O:7])[N:17]([C:14]2[CH:15]=[CH:16][C:11]([O:10][C:9]([F:8])([F:20])[F:21])=[CH:12][CH:13]=2)[C:18]1=[S:19])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 316542N-EthylglycineHCID 27773384-(Trifluoromethoxy)phenyl isothiocyanate

Product 1

HCID 98394344-Imidazolidinone, 1-ethyl-2-thioxo-3-[4-(trifluoromethoxy)phenyl]-Yield 30.4%

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, 10.9 g of 4-trifluoromethoxyphenyl-isothiocyanate, 10.1 g of triethylamine, and 150 mL of methylene chloride. Purification was achieved by flash chromatography on silica gel (methylene chloride). Title compound (4.6 g) was obtained as a creamy solid, m.p. 116°-119° C. Anal. Calcd. for. C12H11F3N2O2S: C, 47.37; H, 3.64; N, 9.21. Found: C, 47.20; H, 3.50; N, 9.13. Mass spectrum (EI, M.+) m/z 304.

Workup

  1. customThe title compound was prepared by the procedure
  2. customPurification

Sources & evidence

ORD record
ord-d9b2ed8b751147e78f7dd527331b6238
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Reaction notes

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