Ethanethiol → HCID 19808720、化合物

HRID 374037ノート

反応式

HRID 374037 の反応式
[H-].[Na+].C(S)C.[CH3:6][N:7]([CH3:33])[CH2:8][CH2:9][N:10]1[C:26](=[O:27])[C:25]2[C:24]3[C:23]4[C:18](=[CH:19][CH:20]=[C:21]([O:28]C)[CH:22]=4)[NH:17][C:16]=3[C:15]([CH2:30][O:31][CH3:32])=[CH:14][C:13]=2[C:11]1=[O:12]>CN(C)C=O>[CH3:6][N:7]([CH3:33])[CH2:8][CH2:9][N:10]1[C:26](=[O:27])[C:25]2[C:24]3[C:23]4[C:18](=[CH:19][CH:20]=[C:21]([OH:28])[CH:22]=4)[NH:17][C:16]=3[C:15]([CH2:30][O:31][CH3:32])=[CH:14][C:13]=2[C:11]1=[O:12]

参加物

5

反応物 3

HCID 6343EthanethiolHCID 24758Sodium hydrideHCID 19808749HCID 19808749、化合物

生成物 1

HCID 19808720HCID 19808720、化合物収率 35%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

520 mg of 60% sodium hydride was suspended in 10 ml of N,N-dimethylformamide. Thereto was dropwise added a solution of 0.87 ml of ethanethiol dissolved in 5 ml of N,N-dimethylformamide, in 5 minutes with stirring at room temperature. Then, thereto was added 90 mg of N-(2-dimethylaminoethyl)-6-methoxy-1-methoxymethylcarbazole-3,4-dicarboximide. The mixture was stirred at room temperature overnight. The solvent was removed by distillation under reduced pressure. The residue was mixed with 50 ml of ethyl acetate and 20 ml of water. The organic layer was separated, washed with an aqueous saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography (eluant: chloroform/methanol=40/1 to 20/1), followed by recrystallization from n-propanol to obtain 30 mg (yield: 35%) of N-(2-dimethylaminoethyl)-6-hydroxy-1-methoxymethylcarbazole-3,4-dicarboximide as yellow crystals.

後処理

  1. stirringThe mixture was stirred at room temperature overnight
  2. customThe solvent was removed by distillation under reduced pressure
  3. additionThe residue was mixed with 50 ml of ethyl acetate and 20 ml of water
  4. customThe organic layer was separated
  5. washwashed with an aqueous saturated sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was removed by distillation under reduced pressure
  8. customThe residue was purified by column chromatography (eluant: chloroform/methanol=40/1 to 20/1)
  9. customfollowed by recrystallization from n-propanol

出典と根拠

ORDレコード
ord-61a62eb4ccce4a70ad4eaa9681d1aac4
出典データセット
uspto-grants-1992_11
特許番号
US05166204

反応ノート

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