Cesium carbonate → 3-chloro-N-(2-morpholinoethyl)-4-nitroaniline

HRID 56161

反応式

HRID 56161 の反応式
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][NH2:9])[CH2:3][CH2:2]1.[Cl:10][C:11]1[CH:16]=[C:15](Cl)[CH:14]=[CH:13][C:12]=1[N+:18]([O-:20])=[O:19].C([O-])([O-])=O.[Cs+].[Cs+]>C(#N)C>[Cl:10][C:11]1[CH:16]=[C:15]([CH:14]=[CH:13][C:12]=1[N+:18]([O-:20])=[O:19])[NH:9][CH2:8][CH2:7][N:4]1[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 118992,4-DichloronitrobenzeneHCID 4082852-Morpholinoethylamine

生成物 1

HCID 900233253-chloro-N-(2-morpholinoethyl)-4-nitroaniline収率 50.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A suspension of 2-morpholinoethanamine (5.34 g, 41 mmol), 2,4-dichloro-1-nitrobenzene (7.87 g, 41 mmol) and Cs2CO3 (26.73 g, 82 mmol) in acetonitrile (100 mL) was refluxed for 6 h under N2, then cooled to rt, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=4:1) to give the title compound as a yellow solid (5.90 g, 50%).

後処理

  1. temperaturewas refluxed for 6 h under N2
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=4:1)

出典と根拠

ORDレコード
ord-45406502a7e94b2580c3119a7d6c8476
出典データセット
uspto-grants-2016_09
特許番号
US09434695B2

関連ノート

読み込み中…