2-Chloro-4'-bromo-5,3'-dinitro benzophenone → Hydrochloric Acid

HRID 637556

反応式

HRID 637556 の反応式
[Cl:1][C:2]1[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9](Br)=[C:8]([N+:13]([O-])=O)[CH:7]=1)=[O:5].[H][H]>[Pd].C1C=CC=CC=1>[NH2:13][C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][CH:9]=1)[C:4]([C:3]1[CH:2]=[CH:19][CH:18]=[C:17]([NH2:20])[CH:16]=1)=[O:5].[ClH:1]

参加物

6

反応物 2

HCID 202571162-Chloro-4'-bromo-5,3'-dinitro benzophenoneHCID 178418361HCID 178418361、化合物3 回

生成物 2

HCID 313Hydrochloric AcidHCID 691453,3'-Diaminobenzophenone

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 241Benzene溶媒

実験手順

In a closed glass vessel there are charged 38.6 g (0.1 moles) of 2-chloro-4'-bromo-5,3'-dinitro benzophenone, 1 g of palladium black catalyst and 300 ml of benzene. While the mixture being stirred at 65°-70° C., hydrogen is introduced into the vessel so that 13.8 l (0.62 moles) of hydrogen is absorbed in the mixture during 8 hours. Then, there are added 90 g (0.24 moles) of 15% aqueous solution of NaOH and 2 g of 90% aqueous solution of trioctyl methyl ammonium chloride, and then, there is introduced again hydrogen, while the mixture is being stirred at a temperature of 65°-70° C., so that 4.5 l (0.2 moles) of hydrogen is absorbed during about 5 hours. By filtering the reaction liquid at 65°-70° C. the catalyst is removed, and organic phase is separated from the filtrate. After the organic phase is added with magnesium sulfate for water removal, it is introduced with dry hydrochloric gas until saturated with the gas. The crystals thus formed are filtered, washed with 50 ml of benzene and dried to give 3,3'-diamino benzophenone in the form of hydrochloric acid salt. Yield 21.7 g (76%). Recrystallization from 20% aqueous isopropanol yield slightly yellow needle-like pure crystals of the benzophenone. M.P. 267° C. (decomposed).

後処理

  1. customis absorbed in the mixture during 8 hours
  2. additionThen, there are added 90 g (0.24 moles) of 15% aqueous solution of NaOH and 2 g of 90% aqueous solution of trioctyl methyl ammonium chloride
  3. additionthere is introduced again hydrogen
  4. customis absorbed during about 5 hours
  5. filtrationBy filtering
  6. customthe reaction liquid at 65°-70° C. the catalyst
  7. customis removed
  8. customorganic phase is separated from the filtrate
  9. additionAfter the organic phase is added with magnesium sulfate for water removal, it
  10. additionis introduced
  11. customwith dry hydrochloric gas until saturated with the gas
  12. customThe crystals thus formed
  13. filtrationare filtered
  14. washwashed with 50 ml of benzene
  15. customdried

出典と根拠

ORDレコード
ord-07d9540e922c4ad280b38410569c2242
出典データセット
uspto-grants-1985_12
特許番号
US04556738

関連ノート

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