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

HRID 742251

Reaction equation

HRID 742251 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[N:13]=[C:14]=[S:15])([CH3:3])[CH3:2].[CH2:16]([NH:18][CH2:19][C:20](O)=[O:21])[CH3:17].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:11])[CH3:12])[C:5]=1[N:13]1[C:20](=[O:21])[CH2:19][N:18]([CH2:16][CH3:17])[C:14]1=[S:15])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1411942-Isothiocyanato-1,3-bis(propan-2-yl)benzeneHCID 316542N-Ethylglycine

Product 1

HCID 153894883-(2,6-Diisopropylphenyl)-1-ethyl-2-thioxo-imidazolidin-4-oneYield 27%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared by the procedure described in Example 16 using 21.9 g of 2,6-diisopropylphenyl-isothiocyanate, 18.4 g of N-ethyl glycine, 20.2 g of triethyl amine, and 300 mL of chloroform. Purification was achieved through crystallization from ethanol. The title compound (8.2 g) was obtained as light yellow solid, m.p. 159°-161° C. Anal. Calcd. for. C17H24N2O S: C, 67.07; H, 7.94; N, 9.20. Found: C, 66.92; H, 8.03; N, 9.13. Mass spectrum (PBEI, M.+) m/z 304.

Workup

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

Sources & evidence

ORD record
ord-057efdc8e8c345b0a07512898fdf5423
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Linked notes

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