Sulfuric Acid → 5-[Bis-(4-Chlorophenyl)-Methyl]-2-Pyridone

HRID 1390333

反応式

HRID 1390333 の反応式
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH:6](O)[C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[OH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1.S(=O)(=O)(O)O.C(OCC)(=O)C>O>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)[C:21]2[CH:22]=[CH:23][C:18](=[O:17])[NH:19][CH:20]=2)=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 70334,4'-DichlorobenzhydrolHCID 8857Ethyl AcetateHCID 178516071HCID 178516071、化合物

生成物 1

HCID 227487685-[Bis-(4-Chlorophenyl)-Methyl]-2-Pyridone

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
200 °C

実験手順

Combine 50.6 g. (0.2 mole) of 4,4'-dichlorobenzhydrol with 57.1 g. (0.6 mole) of 2-hydroxy pyridine, with stirring heat to 200° C. and add dropwise 1.0 ml. of concentrated sulfuric acid. Increase the reaction temperature to 240°-250° C. and maintain at that temperature range while collecting water emanating from the reaction. Cool the reaction mixture, add a mixture of ethyl acetate and water with stirring and separate the liquid phases. Dry the organic phase, reduce the volume of ethyl acetate, cool to precipitate the crude product, yield 43 g. Crystallization from ethanol affords the product of this step, m.p. 211°-215° C.

後処理

  1. additionadd dropwise 1.0 ml
  2. temperatureIncrease the reaction temperature to 240°-250° C.
  3. temperaturemaintain at that temperature range
  4. customwhile collecting water emanating
  5. customfrom the reaction
  6. temperatureCool the reaction mixture
  7. additionadd
  8. customseparate the liquid phases
  9. customDry the organic phase
  10. temperaturecool
  11. customto precipitate the crude product, yield 43 g
  12. customCrystallization from ethanol
  13. customaffords the product of this step, m.p. 211°-215° C.

出典と根拠

ORDレコード
ord-b4ec73929dc04ea69628776727c52530
出典データセット
uspto-grants-1979_02
特許番号
US04138488

関連ノート

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