Sulfuric Acid → 7-amino-4-chloromethylcoumarin

HRID 1901232ノート

反応式

HRID 1901232 の反応式
C([NH:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11]([CH2:18][Cl:19])=[CH:12][C:13](=[O:17])[O:14]2)=[CH:9][CH:8]=1)(OCC)=O.S(=O)(=O)(O)O.[OH-].[Na+]>C(O)(=O)C>[NH2:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11]([CH2:18][Cl:19])=[CH:12][C:13](=[O:17])[O:14]2)=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 2434815Ethyl (4-ChloroMethyl)couMarin-7-carbaMate

生成物 1

HCID 27625987-amino-4-chloromethylcoumarin収率 79%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
130 °C

実験手順

A mixture of 7-carbethoxyamino-4-chloromethylcoumarin (2.81 g, 0.01 mole), concentrated sulfuric acid (10 mL) and glacial acetic acid (10 mL) is heated at 130° C. in an oil bath for 1 hour. On cooling, a yellow precipitate is deposited. The mixture is poured into 200 mL of ice-water and left overnight. The resulting solution is made slightly basic (pH 8) with dilute NaOH solution and is then cooled by the addition of ice chips. The yellow precipitate is filtered, washed with water and dried. The product is recrystallized from chloroform to give yellow needles. Yield: 79%.

後処理

  1. temperatureOn cooling
  2. temperatureis then cooled by the addition of ice chips
  3. filtrationThe yellow precipitate is filtered
  4. washwashed with water
  5. customdried
  6. customThe product is recrystallized from chloroform
  7. customto give yellow needles

出典と根拠

ORDレコード
ord-e16c89fbd7a34f76af8cf11e598dfeec
出典データセット
uspto-grants-1996_11
特許番号
US05576424

反応ノート

読み込み中…