Triethylamine → 3-(4-Fluorophenyl)-1-isopropyl-2-thioxo-imidazolidin-4-one

HRID 742269Notes

Reaction equation

HRID 742269 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[S:10])=[CH:4][CH:3]=1.[CH:11]([NH:14][CH2:15][C:16](O)=[O:17])([CH3:13])[CH3:12].C(N(CC)CC)C>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16](=[O:17])[CH2:15][N:14]([CH:11]([CH3:13])[CH3:12])[C:9]2=[S:10])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 152414-Fluorophenyl isothiocyanateHCID 414244NoName_76

Product 1

HCID 194253783-(4-Fluorophenyl)-1-isopropyl-2-thioxo-imidazolidin-4-oneYield 50%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared by the procedure described in Example 45 using 15.3 g of 4-fluorophenyl-isothiocyanate,. 21.2 g of N-isopropyl glycine, 21.0 g of triethyl amine, and 300 mL of chloroform. Crystallization from ethanol afforded the title compound (12.6 g) as a peach solid, m.p. 184°-186° C. Anal. Calcd. for. C12H13F N2O S: C, 57.12; H, 5.19; N, 11.10. Found: C, 56.98; H, 5.09; N, 11.06. Mass spectrum (+FAB, [M+H]+) m/z 253.

Workup

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

Sources & evidence

ORD record
ord-209ba0d0525048d689aa6600ba8c2489
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Reaction notes

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