2,5-Dimethylaniline → 2-Methylpentane

HRID 347735

反応式

HRID 347735 の反応式
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[CH3:9][C:10]1[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][C:11]=1[NH2:12].C(N(CC)CC)C>CCO>[CH3:14][CH2:13][CH2:11][CH:10]([CH3:16])[CH3:9].[Cl:1][C:2]1[N:7]=[C:6]([NH:12][C:11]2[CH:13]=[C:14]([CH3:17])[CH:15]=[CH:16][C:10]=2[CH3:9])[CH:5]=[CH:4][N:3]=1

参加物

6

反応物 3

HCID 72592,5-DimethylanilineHCID 8471TriethylamineHCID 775312,4-Dichloropyrimidine

生成物 2

HCID 78922-MethylpentaneHCID 113108502-Chloro-4-(2,5-dimethylanilino)pyrimidine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2,4-Dichloropyrimidine (500 mg, 3.36 mmol), 2,5-dimethylaniline (407 mg, 3.36 mmol) and triethylamine (0.51 ml, 3.69 mmol) were dissolved in EtOH (5 ml) with stirring. The reaction mixture was heated at reflux for 12 hours, cooled and evaporated onto silica (5 ml). The residue was purified by column chromatography and eluted with EtOAc (30%): isohexane to give the title product as a waxy solid on evaporation (514 mg, 66%). NMR (300 MHz): 2.1 (s, 3H), 2.27 (s, 3H), 6.42 (d. 1H), 6.99 (d, 1H), 7.08 (s, 1H). 7.18 (d, 1H), 8.03 (d, 1H), 9.45 (s, 1H); m/z: (ES+) 234.3 (MH+).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 12 hours
  3. temperaturecooled
  4. customevaporated onto silica (5 ml)
  5. customThe residue was purified by column chromatography
  6. washeluted with EtOAc (30%)

出典と根拠

ORDレコード
ord-36c0c7568fde4d02bed8f71c2b1944d0
出典データセット
uspto-grants-2007_02
特許番号
US07176212B2

関連ノート

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