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Hydrochloric Acid → 2-(4-aminophenyl)-9-chloro-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one

HRID 2231213
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HRID 2231213 반응식
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]2[CH2:6][CH2:7][CH:8]3[C:13]([C:4]=2[CH:3]=1)=[N:12][N:11]([C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=1)[C:10](=[O:23])[CH2:9]3.Cl>C(O)C.O.[Fe]>[NH2:20][C:17]1[CH:18]=[CH:19][C:14]([N:11]2[C:10](=[O:23])[CH2:9][CH:8]3[C:13]([C:4]4[CH:3]=[C:2]([Cl:1])[CH:25]=[CH:24][C:5]=4[CH2:6][CH2:7]3)=[N:12]2)=[CH:15][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 313Hydrochloric AcidHCID 13712353HCID 13712353, 화합물

생성물 1

HCID 212863822-(4-aminophenyl)-9-chloro-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a mixture of 9-chloro-2-(4-nitrophenyl)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one in ethanol and water is added iron powder with stirring at room temperature. To the mixture is added dropwise concentrated hydrochloric acid with stirring and heating up to 60° C. on a water bath. The resulting mixture is further stirred under heating at the same temperature and filtered, then the filtrate is concentrated. After the residue is made alkaline by adding an aqueous solution of sodium hydroxide, the mixture is extracted with chloroform. The extract is washed with water and dried over magnesium sulfate anhydride. The chloroform is distilled off to give 2-(4-aminophenyl)-9-chloro-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one.

후처리

  1. stirringwith stirring
  2. temperatureheating up to 60° C. on a water bath
  3. stirringThe resulting mixture is further stirred
  4. temperatureunder heating at the same temperature
  5. filtrationfiltered
  6. concentrationthe filtrate is concentrated
  7. additionby adding an aqueous solution of sodium hydroxide
  8. extractionthe mixture is extracted with chloroform
  9. washThe extract is washed with water
  10. dry with materialdried over magnesium sulfate anhydride
  11. distillationThe chloroform is distilled off

출처 및 근거

ORD 기록
ord-2295e0beb3944337babecd0ec04fc791
출처 데이터셋
uspto-grants-1988_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04782057

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