Triethylamine → 3-(2,6-Dimethylphenyl)-1-isopropyl-2-thioxo-imidazolidin-4-one

HRID 343611

反応式

HRID 343611 の反応式
[CH:1]([NH:4][CH2:5][C:6]([OH:8])=O)([CH3:3])[CH3:2].[CH3:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[C:11]=1[N:17]=[C:18]=[S:19].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:16][C:12]1[CH:13]=[CH:14][CH:15]=[C:10]([CH3:9])[C:11]=1[N:17]1[C:6](=[O:8])[CH2:5][N:4]([CH:1]([CH3:2])[CH3:3])[C:18]1=[S:19]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 879762,6-Xylyl isothiocyanateHCID 414244NoName_76

生成物 1

HCID 48528383-(2,6-Dimethylphenyl)-1-isopropyl-2-thioxo-imidazolidin-4-one収率 49.2%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A mixture of the crude N-isopropyl glycine (21.2 g), 2,6-dimethylphenyl-isothiocyanate (16.3 g), triethyl amine (21.0 g) and chloroform (300 mL) was heated at reflux for 4 hours. The solvent was evaporated. The residue was dissolved in ethyl acetate (400 mL) and water (300 mL). The organic phase was washed with 2N HCl (2×300 mL), then with water. The organic phase was dried over anhydrous magnesium sulfate and evaporated to dryness. Crystallization from ethanol afforded the title compound (12.9 g) as a white solid, m.p. 135°-137° C. Anal. Calcd. for. C14H18N2OS: C, 64.09; H, 6.92; N, 10.68. Found: C, 63.99; H, 6.72; N, 10.67. Mass spectrum (+FAB, [M+H]+) m/z 263.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 4 hours
  3. customThe solvent was evaporated
  4. dissolutionThe residue was dissolved in ethyl acetate (400 mL)
  5. washThe organic phase was washed with 2N HCl (2×300 mL)
  6. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  7. customevaporated to dryness
  8. customCrystallization from ethanol

出典と根拠

ORDレコード
ord-8d786ba1b25547c7ac41d20e48a04bd6
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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