Chloranil → HCID 178516979, 화합물

HRID 926659노트

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HRID 926659 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:19]3[C:11](=[CH:12][C:13]4[CH:14]([C:21]5[CH:26]=[CH:25][C:24]([Br:27])=[CH:23][CH:22]=5)[C:15](=[O:20])[NH:16][C:17]=4[CH:18]=3)[NH:10][C:9]2=[O:28])=[CH:4][CH:3]=1.C1(Cl)C(=O)C(Cl)=C(Cl)C(=O)C=1Cl>C(O)(=O)C>[Br:27][C:24]1[CH:25]=[CH:26][C:21]([C:14]2[C:15](=[O:20])[NH:16][C:17]3[C:13]=2[CH:12]=[C:11]2[C:19](=[C:8]([C:5]4[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=4)[C:9](=[O:28])[NH:10]2)[CH:18]=3)=[CH:22][CH:23]=1

참가 물질

4

반응물 2

HCID 8371ChloranilHCID 666549393,7-Bis-(4-bromo-phenyl)-5,7-dihydro-1H,3H-pyrrolo[2,3-f]indole-2,6-dione

생성물 1

HCID 178516979HCID 178516979, 화합물수율 63%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
50 °C

실험 절차

3,7-Bis-(4-bromo-phenyl)-5,7-dihydro-1H,3H-pyrrolo[2,3-f]indole-2,6-dione (7.250 g, 14.55 mmol) (1.2) was dissolved into acetic acid (215 cm3), chloranil (7.157 g, 29.11 mmol) is added and the reaction mixture heated to 50° C. for 16 hours. After cooling down, the resulting precipitate is filtered and washed with acetic acid. The recovered solid is purified by trituration with nitrobenzene (120 cm3) at 200° C. followed by trituration with diethyl ether (100 cm3) to obtain the pure product (4.512 g, Yield: 63%). NMR (1H, 300 MHz, DMSO): δ 10.37 (br, 2H), 7.71 (d, J=8.7 Hz, 4H), 7.61 (d, J=8.7 Hz, 4H), 6.34 (s, 2H).

후처리

  1. additionis added
  2. temperatureAfter cooling down
  3. filtrationthe resulting precipitate is filtered
  4. washwashed with acetic acid
  5. customThe recovered solid is purified by trituration with nitrobenzene (120 cm3) at 200° C.

출처 및 근거

ORD 기록
ord-31196ffcb01443799f52a990525057c1
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09287504B2

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