Potassium Iodide → Diethylaminocarbonylmethyl 3-[(2-acetylthiomethyl-3-phenylpropionyl)amino]benzoate

HRID 1646309

反応式

HRID 1646309 の反応式
[C:1]([S:4][CH2:5][CH:6]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13]([OH:15])=[O:14])=[O:8])(=[O:3])[CH3:2].[I-].[K+].C(N(CC)CC)C.Cl[CH2:36][C:37]([N:39]([CH2:42][CH3:43])[CH2:40][CH3:41])=[O:38]>CN(C=O)C.O>[C:1]([S:4][CH2:5][CH:6]([CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13]([O:15][CH2:36][C:37]([N:39]([CH2:42][CH3:43])[CH2:40][CH3:41])=[O:38])=[O:14])=[O:8])(=[O:3])[CH3:2]

参加物

7

反応物 4

HCID 4875Potassium IodideHCID 8471TriethylamineHCID 16844Chloro-N,N-diethylacetamideHCID 10215552Benzoic acid, 3-[[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]amino]-

生成物 1

HCID 15670248Diethylaminocarbonylmethyl 3-[(2-acetylthiomethyl-3-phenylpropionyl)amino]benzoate収率 74.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

3-[(2-Acetylthiomethyl-3-phenylpropionyl)amino]-benzoic acid (compound of Example 68-(b)-[1]) (0.72 g) and potassium iodide (0.37 g) are dissolved in DMF, and thereto are added triethylamine (0.2 g) and 2-chloro-N,N-diethylacetamide (0.33 g) with stirring at room temperature, and the mixture is reacted three nights. The reaction mixture is mixed with water and extracted with ethyl acetate. The extract is washed with water, dried over anhydrous magnesium sulfate, and ethyl acetate is distilled off under reduced pressure. The residue is purified by a medium pressure column chromatography using silica gel (eluant, chloroform). The fractions containing the desired compound are collected, and chloroform is distilled off under reduced pressure to give the title compound (0.71 g).

後処理

  1. customthe mixture is reacted three nights
  2. extractionextracted with ethyl acetate
  3. washThe extract is washed with water
  4. dry with materialdried over anhydrous magnesium sulfate, and ethyl acetate
  5. distillationis distilled off under reduced pressure
  6. customThe residue is purified by a medium pressure column chromatography
  7. additionThe fractions containing the desired compound
  8. customare collected
  9. distillationchloroform is distilled off under reduced pressure

出典と根拠

ORDレコード
ord-13810f6da6f741fa8735a5e65e237175
出典データセット
uspto-grants-1993_01
特許番号
US05179125

関連ノート

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