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

HRID 343602

반응식

HRID 343602 반응식
[CH2:1]([NH:3][CH2:4][C:5]([OH:7])=O)[CH3:2].[CH:8]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH:17]([CH3:19])[CH3:18])[C:12]=1[N:20]=[C:21]=[S:22])([CH3:10])[CH3:9].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH:8]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH:17]([CH3:18])[CH3:19])[C:12]=1[N:20]1[C:5](=[O:7])[CH2:4][N:3]([CH2:1][CH3:2])[C:21]1=[S:22])([CH3:9])[CH3:10]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A mixture of the crude N-ethyl glycine (18.4 g), 2,6-diisopropylphenyl-isothiocyanate (21.9 g), triethyl amine (20.2 g) and chloroform (300 mL) was heated at reflux for 18 hours. The solvent was evaporated. The residue was dissolved in ethyl acetate (400 mL) and water (300 mL). The organic phase was washed with 1N HCl (2×300 mL), then evaporated to dryness. Purification was achieved through crystallization from ethanol. The title compound (8.2 g) was obtained as a light yellow solid, m.p. 159°-161° C. Anal. Calcd. for. C17H24N2OS: 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.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. customThe solvent was evaporated
  4. dissolutionThe residue was dissolved in ethyl acetate (400 mL)
  5. washThe organic phase was washed with 1N HCl (2×300 mL)
  6. customevaporated to dryness
  7. customPurification
  8. customwas achieved through crystallization from ethanol

출처 및 근거

ORD 기록
ord-8e0fe235b4ed40b4968bb1d19c7ebcf2
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05861517

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