HCID 20284385、化合物 → 9(10H)-Acridinone, 2-(phenylamino)-

HRID 128095

反応式

HRID 128095 の反応式
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]3[CH2:20][CH2:19][CH2:18][CH2:17][C:16]=3[C:21]([O-:23])=O)=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1.[Pd]>[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]3[NH:14][C:15]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[C:21](=[O:23])[C:10]=3[CH:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

4

反応物 1

HCID 20284385HCID 20284385、化合物

生成物 1

HCID 30185969(10H)-Acridinone, 2-(phenylamino)-収率 96%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)溶媒2 回

実験手順

Dowtherm® A (100 ml) was brought to reflux in a mechanically stirred flask with a steam-heated condenser and nitrogen atmosphere. A solution of 30 g of a mixture of the methyl and ethyl esters of 2-{4'-[(phenyl)amino]phenyl}aminocyclohexenecarboxylate in 300 ml of Dowtherm® A was added dropwise over 2 hours. Reflux was continued for 1/2 hour after the addition was complete. The reaction was cooled slightly and 1.5 g of 10% palladium on carbon was added. The mixture was refluxed for an additional 6 hours. The mixture was cooled. The precipitate that formed was filtered. The precipitate was washed with petroleum ether. The precipitate was dissolved in 150 ml of warm dimethylformamide (DMF). The DMF solution was filtered and the solid remaining on the funnel was washed with an additional 75 ml of DMF. The combined DMF filtrates were diluted to 2 liters with water. The product precipitated and was collected on a funnel and was washed well with water. Vacuum oven drying at 80° C. for 2 days gave 25 g (96% yield) of 2-(phenyl)amino-9(10H)acridinone.

後処理

  1. temperatureto reflux in a mechanically stirred flask with a steam-heated condenser
  2. temperatureReflux
  3. additionafter the addition
  4. temperatureThe reaction was cooled slightly
  5. temperatureThe mixture was refluxed for an additional 6 hours
  6. temperatureThe mixture was cooled
  7. customThe precipitate that formed
  8. filtrationwas filtered
  9. washThe precipitate was washed with petroleum ether
  10. dissolutionThe precipitate was dissolved in 150 ml of warm dimethylformamide (DMF)
  11. filtrationThe DMF solution was filtered
  12. washwas washed with an additional 75 ml of DMF
  13. additionThe combined DMF filtrates were diluted to 2 liters with water
  14. customThe product precipitated
  15. customwas collected on a funnel
  16. washwas washed well with water
  17. customVacuum oven drying at 80° C. for 2 days

出典と根拠

ORDレコード
ord-73edf80b382d4ab7b83d49bd53143acb
出典データセット
uspto-grants-1981_03
特許番号
US04258190

関連ノート

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