Dichloromethane → N-(5-Chloro-4-methylpyridin-2-yl)acetamide

HRID 2400146

反応式

HRID 2400146 の反応式
[C:1]([NH:4][C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][N:6]=1)(=[O:3])[CH3:2].P([O-])([O-])(O)=O.[Na+].[Na+].[Cl:19]CCl.ClCl>O>[C:1]([NH:4][C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([Cl:19])=[CH:7][N:6]=1)(=[O:3])[CH3:2]

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 24203Sodium Phosphate, DibasicHCID 24526ChlorineHCID 220485N-(4-Methyl-2-pyridyl)acetamide

生成物 1

HCID 10965213N-(5-Chloro-4-methylpyridin-2-yl)acetamide収率 97.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

In 300 ml of water, 15.0 g (0.1 mol) of 2-acetamido-4-methylpyridine (Ia) was dissolved. To this solution, 35.5 g (0.25 mol) of disodium hydrogenphosphate and 100 ml of dichloromethane were added in this order. While this mixture was stirred, 8.0 g (0.11 mol) of chlorine was introduced thereto at 0° C. for one hour. After having further been stirred at the same temperature for 2 hours, the mixture was separated into a water layer and an extract layer. After the water layer was further extracted with 100 ml of dichloromethane, the newly-separated extract layer was combined with the previously-separated extract layer and washed with saturated brine. Then the washed mixture was desiccated with sodium sulfate anhydride. When the solvent was evaporated off, 18.0 g (yield: 97.3%) of 2-acetamido-4-methyl-5-chloropyridine (IIk) was obtained as a pale yellow crystal.

後処理

  1. stirringAfter having further been stirred at the same temperature for 2 hours
  2. customthe mixture was separated into a water layer
  3. extractionAfter the water layer was further extracted with 100 ml of dichloromethane
  4. extractionthe newly-separated extract layer
  5. extractionextract layer
  6. washwashed with saturated brine
  7. customWhen the solvent was evaporated off

出典と根拠

ORDレコード
ord-dfea721de0154d2093786bb733e102d8
出典データセット
uspto-grants-1995_09
特許番号
US05453512

関連ノート

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