Water → 2-Acetamidopyridine-4-carboxylic acid

HRID 1740945

反応式

HRID 1740945 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][C:9](=[O:11])[CH3:10])[CH:3]=1.[Mn]([O-])(=O)(=O)=[O:13].[K+].[Mn]([O-])(=O)(=O)=O.[OH2:23]>>[C:1]([C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][C:9](=[O:11])[CH3:10])[CH:3]=1)([OH:13])=[O:23]

参加物

5

反応物 4

HCID 962WaterHCID 24401PermanganateHCID 220485N-(4-Methyl-2-pyridyl)acetamideHCID 516875Potassium Permanganate

生成物 1

HCID 37744662-Acetamidopyridine-4-carboxylic acid

反応条件

温度
85 °C

実験手順

In a 500 mL beaker fitted with a large Teflon coated magnetic stirrer bar was added 200 mL of water and 20 g (133 mmol) of 4-methyl-2-acetylaminopyridine. The solution temperature was raised to 85° C. and 46 g (291 mmol, 2.2 eq) of potassium permanganate was added portionwise over 1 h at such a rate that the solution temperature remained between 85-90° C. After permanganate addition was completed, the mixture was stirred for 30 min at 90° C. The mixture was then filtered through a bed of celite while still hot and then the filtrate volume was reduced by two thirds in vacuo. After cooling to room temperature, the mixture was again filtered through celite. The pH of the filtrate was adjusted to 4.5 with concentrated HCl. The water was removed in vacuo and the product recrystallized from water/ethanol to give 3.4 g of the title compound.

後処理

  1. customIn a 500 mL beaker fitted with a large Teflon coated magnetic stirrer bar
  2. customremained between 85-90° C
  3. filtrationThe mixture was then filtered through a bed of celite while still hot and then the filtrate volume
  4. temperatureAfter cooling to room temperature
  5. filtrationthe mixture was again filtered through celite
  6. customThe water was removed in vacuo
  7. customthe product recrystallized from water/ethanol

出典と根拠

ORDレコード
ord-8c24b2dc24754cafa9ecdb5cd7a06561
出典データセット
uspto-grants-1999_10
特許番号
US05972975

関連ノート

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