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4-Aminopyridine → 2-chloro-N-(pyridin-4-yl)acetamide

HRID 2192338
ノート
印刷プレビュー

反応式

HRID 2192338 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:15][CH2:16][C:17](Cl)=[O:18]>ClCCl>[Cl:15][CH2:16][C:17]([NH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1)=[O:18]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 17274-AminopyridineHCID 6577Chloroacetyl chlorideHCID 8471Triethylamine

生成物 1

HCID 43824892-chloro-N-(pyridin-4-yl)acetamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

A suspension of 4-aminopyridine (0.96 g) in dry dichloromethane (10 mL) under nitrogen was cooled to 0° C. in an ice bath. Triethylamine (1.56 mL) was added, followed by the slow addition of chloroacetyl chloride (0.89 mL). The ice bath was removed and the reaction mixture allowed to reach room temperature. The reaction mixture was diluted with water (20 mL) and dichloromethane (25 mL). The solid was filtered off, washed with pentane and dried to give the title compound as a brown solid (0.87 g). The layers of the filtrate were separated and the organic layer was washed with water, dried and the solvent was evaporated to give a dark brown glass. Trituration with pentane gave another batch of the title compound (0.91 g).

後処理

  1. customThe ice bath was removed
  2. customto reach room temperature
  3. additionThe reaction mixture was diluted with water (20 mL) and dichloromethane (25 mL)
  4. filtrationThe solid was filtered off
  5. washwashed with pentane
  6. customdried

出典と根拠

ORDレコード
ord-19f2a55b57ff43a2a5951729eae1cfca
出典データセット
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08329729B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート