Hydroxyamine hydrochloride → 1-(2-Chlorobenzyl)-3-(1-hydroxyiminoethyl)-2-propylindole-6-carboxamide

HRID 278132ノート

反応式

HRID 278132 の反応式
[C:1]([C:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]([NH2:15])=[O:14])=[CH:10][CH:11]=2)[N:6]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])[C:5]=1[CH2:24][CH2:25][CH3:26])(=O)[CH3:2].Cl.[NH2:28][OH:29].C([O-])(=O)C.[Na+]>C(O)C>[Cl:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[CH2:16][N:6]1[C:7]2[C:12](=[CH:11][CH:10]=[C:9]([C:13]([NH2:15])=[O:14])[CH:8]=2)[C:4]([C:1](=[N:28][OH:29])[CH3:2])=[C:5]1[CH2:24][CH2:25][CH3:26]

参加物

5

反応物 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 101559213-Acetyl-1-(2-chlorobenzyl)-2-propylindole-6-carboxamide

生成物 1

HCID 569907851-(2-Chlorobenzyl)-3-(1-hydroxyiminoethyl)-2-propylindole-6-carboxamide収率 86.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

To a suspension of 3-acetyl-l-(2-chlorobenzyl)-2-propylindole-6-carboxamide (36.5 mg) in ethanol (5 ml) was added hydroxylamine hydrochloride (70 mg) and sodium acetate (200 mg), and the mixture was heated in a sealed tube at 100° C. The reaction was evaporated in vacuo, then the residue was diluted with ethyl acetate and washed with water and brine. The organic phase was dried over sodium sulfate and evaporated in vacuo. The residue was triturated with diisopropyl ether to give l-(2-chlorobenzyl)-3-(1-hydroxyiminoethyl)-2-propylindole-6-carboxamide (32.7 mg).

後処理

  1. customThe reaction was evaporated in vacuo
  2. additionthe residue was diluted with ethyl acetate
  3. washwashed with water and brine
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. customevaporated in vacuo
  6. customThe residue was triturated with diisopropyl ether

出典と根拠

ORDレコード
ord-c15bd2346dfe445796cb76e0a18b5577
出典データセット
uspto-grants-2002_03
特許番号
US06358992B1

反応ノート

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