Water → 4-chloro-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carbaldehyde

HRID 251964ノート

反応式

HRID 251964 の反応式
[Cl:1][C:2]1[C:3]([N:8]2[CH:12]=[CH:11][CH:10]=[C:9]2[CH:13]=[O:14])=[N:4][CH:5]=[CH:6][CH:7]=1.[Cl:15]N1C(=O)CCC1=O.O>CN(C)C=O>[Cl:15][C:11]1[CH:10]=[C:9]([CH:13]=[O:14])[N:8]([C:3]2[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][N:4]=2)[CH:12]=1

参加物

5

反応物 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 587620783-chloro-2-(2-formyl-1H-pyrrol-1-yl)pyridine

生成物 1

HCID 577802814-chloro-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carbaldehyde収率 30%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

To a solution of 1.0 g of 3-chloro-2-(2-formyl-1H-pyrrol-1-yl)pyridine in 15 ml of N,N-dimethylformamide was added 0.68 g of N-chlorosuccinimide. The resulting mixture was stirred at 50° C. for 2 days. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate two times. The organic layers were combined, washed successively with water and an aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.35 g of 4-chloro-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carbaldehyde of the formula:

後処理

  1. extractionthe mixture was extracted with ethyl acetate two times
  2. washwashed successively with water
  3. dry with materialan aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-3ee542d2279e47fc8d8c0e16262f7ac5
出典データセット
uspto-grants-2011_01
特許番号
US07867949B2

反応ノート

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