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

HRID 343602

反応式

HRID 343602 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8e0fe235b4ed40b4968bb1d19c7ebcf2
出典データセット
uspto-grants-1999_01
特許番号
US05861517

関連ノート

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