4-Nitrophthalic acid anhydride → 4-Aminophthalic anhydride

HRID 66396

反応式

HRID 66396 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[O:10][C:8](=[O:9])[C:7]2=[CH:13][CH:14]=1)([O-])=O.[H][H]>C(OCC)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[O:10][C:8](=[O:9])[C:7]2=[CH:13][CH:14]=1

参加物

5

反応物 2

HCID 2309764-Nitrophthalic acid anhydrideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 138143904-Aminophthalic anhydride収率 52.7%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
245 °C

実験手順

In 200 ml of dry ethyl ether, (C2H5)2O, was dissolved 1.93 g of 4-nitrophthalic anhydride (~ 1% solution) to which was added 0.10 g of 5% palladium-on-charcoal and the mixture hydrogenated in a Paar hydrogenator at 39 psi at room temperature, until no more hydrogen was consumed. The catalyst was removed by filtration and the ether removed from the filtrate, maintained at 0° to -5° C, under vacuo, yielding a yellow crystalline solid mixed with non-crystalline viscous mass. When a small sample of this mixture was placed on a metal plate heated to 245° C, the product melted and polymerized immediately to a tough polymer. Extraction of the crystalline-non-crystalline mixture with ether left 0.46 g of polymer; concentration of the ether followed by cooling, yielded 0.86 g of 4-aminophthalic anhydride.

後処理

  1. customwas consumed
  2. customThe catalyst was removed by filtration
  3. customthe ether removed from the filtrate
  4. temperaturemaintained at 0° to -5° C, under vacuo
  5. customyielding a yellow crystalline solid
  6. additionmixed with non-crystalline viscous mass
  7. custompolymerized immediately to a tough polymer
  8. extractionExtraction of the crystalline-non-crystalline mixture with ether
  9. waitleft 0.46 g of polymer
  10. temperatureby cooling

出典と根拠

ORDレコード
ord-38965d72a83f4820b52f1ccaccc9bcdb
出典データセット
uspto-grants-1978_12
特許番号
US04131730

関連ノート

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