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

HRID 742248

Reaction equation

HRID 742248 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]([OH:7])=O)[CH3:2].[CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][C:9]=1[N:18]=[C:19]=[S:20].C(N(CC)CC)C>C(Cl)Cl>[CH2:1]([N:3]1[CH2:4][C:5](=[O:7])[N:18]([C:9]2[CH:10]=[CH:11][C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:8]=2)[C:19]1=[S:20])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 742222-NaphthylisothiocyanateHCID 316542N-Ethylglycine

Product 1

HCID 112887021-Ethyl-3-(naphthalen-2-yl)-2-thioxo-imidazolidin-4-oneYield 34.6%

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, 9.3 g of 2-naphthyl-isothiocyanate, 10.1 g of triethylamine, and 150 mL of methylene chloride. Purification was achieved through crystallization from ethanol. Title compound (4.7 g) was obtained as a light pink solid, m.p. 156°-159° C. Anal. Calcd. for. C15H14N2O S: C, 66.64; H, 5.22; N, 10.36 Found: C, 66.69; H,5.24; N, 10.42. Mass spectrum (EI, M.+) m/z 270.

Workup

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

Sources & evidence

ORD record
ord-0841f5c9fd0042a0b955ae675ce2b23e
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Linked notes

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