Sodium Hydroxide → 1,2-Diaminoanthraquinone

HRID 2071312노트

반응식

HRID 2071312 반응식
[N+:1]([C:4]1[CH:17]=[CH:16][C:15]2[C:14](=[O:18])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:19])[C:6]=2[C:5]=1[N+:20]([O-])=O)([O-])=O.[OH-].[Na+].[H][H]>[C].[Pd]>[NH2:1][C:4]1[CH:17]=[CH:16][C:15]2[C:14](=[O:18])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:19])[C:6]=2[C:5]=1[NH2:20]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 425969,10-Anthracenedione, 1,2-dinitro-HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 156521,2-Diaminoanthraquinone수율 98%

시약·촉매·용매 1

HCID 178418390HCID 178418390, 화합물촉매

실험 절차

A 500 ml. electromagnetically stirred glass reactor was charged with 5.0 g (0.0167 mole) of dinitroanthraquinone (a mixture of 1,5-isomer and 1,8-isomer), 100 g (0.1 mole) of a 4% aqueous solution of sodium hydroxide and 0.25 g of 5% palladium-carbon. The inside of the reactor was purged with hydrogen, and the dinitroanthraquinone was hydrogenated at 30° C. with stirring. In 5 hours, 0.1169 mole of hydrogen was absorbed, the reaction was stopped. The reaction mixture was filtered in an atmosphere of nitrogen to separate the catalyst. Then, the filtrate was oxidized with air with stirring at 20° to 30° C. for 2 hours. The resulting crystals were filtered and dried to afford 3.9 g of diaminoanthraquinone (a mixture of 1,5-isomer and 1,8-isomer) in a yield of 97.5%.

후처리

  1. customThe inside of the reactor was purged with hydrogen
  2. customwas hydrogenated at 30° C.
  3. filtrationThe reaction mixture was filtered in an atmosphere of nitrogen
  4. customto separate the catalyst
  5. stirringwith stirring at 20° to 30° C. for 2 hours
  6. filtrationThe resulting crystals were filtered
  7. customdried

출처 및 근거

ORD 기록
ord-66190b0bac3540ceb1333c108bd123d4
출처 데이터셋
uspto-grants-1977_09
특허 번호
US04046785

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