Hydrochloric Acid → 1-(7-Amino-5-bromoindolin-1-yl)ethanone

HRID 4927

반응식

HRID 4927 반응식
C(O)C.[C:4]([N:7]1[C:15]2[C:10](=[CH:11][C:12]([Br:19])=[CH:13][C:14]=2[N+:16]([O-])=O)[CH2:9][CH2:8]1)(=[O:6])[CH3:5].Cl>[Fe].O>[C:4]([N:7]1[C:15]2[C:10](=[CH:11][C:12]([Br:19])=[CH:13][C:14]=2[NH2:16])[CH2:9][CH2:8]1)(=[O:6])[CH3:5]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 27292431-Acetyl-5-bromo-7-nitroindoline

생성물 1

HCID 197113381-(7-Amino-5-bromoindolin-1-yl)ethanone수율 32.2%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

실험 절차

To a mixed solution of ethanol (400 ml) and water (100 ml), were added N-acetyl-5-bromo-7-nitroindoline (133.1 g), iron powder (10 mesh; 75 g) and concentrated hydrochloric acid (5 ml), and the mixture was subjected to refluxing for 5 hours with vigorous stirring. The reaction mixture was filtered by suction while hot to remove insoluble matter, and then the filtrate thereof was concentrated and cooled on standing to give the intended compound 38.3 g (32.2%) as a brown needle crystal. M.P.: 154°-155° C.

후처리

  1. temperatureto refluxing for 5 hours with vigorous stirring
  2. filtrationThe reaction mixture was filtered by suction while hot
  3. customto remove insoluble matter
  4. concentrationthe filtrate thereof was concentrated
  5. temperaturecooled

출처 및 근거

ORD 기록
ord-fa8c1a5973204abeab956b536c71aec8
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05242912

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