Triethylamine → 4-Imidazolidinone, 1-ethyl-3-(2-phenylethyl)-2-thioxo-

HRID 742257Notes

Reaction equation

HRID 742257 reaction equation
[CH2:1]([N:9]=[C:10]=[S:11])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:12]([NH:14][CH2:15][C:16](O)=[O:17])[CH3:13].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:12]([N:14]1[CH2:15][C:16](=[O:17])[N:9]([CH2:1][CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[C:10]1=[S:11])[CH3:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 16741Phenethyl IsothiocyanateHCID 316542N-Ethylglycine

Product 1

HCID 114024004-Imidazolidinone, 1-ethyl-3-(2-phenylethyl)-2-thioxo-

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared by the procedure described in Example 16 using 16.3 g of phenethyl-isothiocyanate, 18.4 g of N-ethyl glycine, 20.2 g of triethyl amine, and 300 m/L of chloroform. Purification was achieved by flash chromatography on silica gel (20% ethyl acetate in hexane) The title compound (15.0 g) was obtained as an off-white solid, m.p. 66°-68° C. Anal. Calcd. for. C13H16N2O S: C, 62.87; H, 6.49; N, 11.28. Found: C, 63.03; H, 6.49; N, 11.32. Mass spectrum (EI, M.+) m/z 248.

Workup

  1. customPurification
  2. customwas obtained as an off-white solid, m.p. 66°-68° C

Sources & evidence

ORD record
ord-21b699d8874444418ca53f43bb1653bf
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Reaction notes

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