1H-Indole-5-Carboxylic Acid → 6,11-dihydro-5H-diindolo[2,3-a:2',3'-c]carbazole-2,9,14-tricarboxylic acid

HRID 732287

반응식

HRID 732287 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([OH:12])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1>S(=O)(=O)(O)O.CO>[CH:5]1[C:6]([C:10]([OH:12])=[O:11])=[CH:7][CH:8]=[C:9]2[C:4]=1[C:3]1[C:2]([NH:1]2)=[C:2]2[NH:1][C:9]3[CH:8]=[CH:7][C:6]([C:10]([OH:12])=[O:11])=[CH:5][C:4]=3[C:3]2=[C:2]2[NH:1][C:9]3[CH:8]=[CH:7][C:6]([C:10]([OH:12])=[O:11])=[CH:5][C:4]=3[C:3]=12

참가 물질

3

반응물 1

HCID 742801H-Indole-5-Carboxylic Acid

생성물 1

HCID 232400686,11-dihydro-5H-diindolo[2,3-a:2',3'-c]carbazole-2,9,14-tricarboxylic acid수율 94.6%

시약·촉매·용매 1

HCID 18363649Sulfuric acid methanol용매

반응 조건

온도
25 °C

실험 절차

1.07 g of the indole-5-carboxylic acid trimer synthesized in Example 12 was suspended in 30 ml of 10% aqueous sulfuric acid-methanol solution, and the suspension was agitated for 2 hours at the temperature of 25° C. The suspension was suction-filtered with a perforated funnel, washed with methanol and dried to obtain 1.00 g of 6,11-dihydro-5H-diindolo [2,3-a:2′,3′-c] carbazole-2,9,14-tricarboxylic acid (indole-5-carboxylic acid trimer) with a light green color. The resultant trimer was pressure-molded with a tablet molding machine and the mold was cut into a piece with the diameter of 10 mm and thickness of 1 mm. A conductivity thereof was measured by the four terminal method and found to be 0.55 S/cm. The result of elemental analysis was: <C9.00H4.90N1.09O1.98Cl0.03(SO4)0.12>3.

후처리

  1. filtrationThe suspension was suction-filtered with a perforated funnel
  2. washwashed with methanol
  3. customdried

출처 및 근거

ORD 기록
ord-b66d97e64f3946f496f6647493e4fd3e
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585981B2

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