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

HRID 278132노트

반응식

HRID 278132 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
100 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-c15bd2346dfe445796cb76e0a18b5577
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06358992B1

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