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Ethyl 3-aminobenzoate → HCID 22132740, 화합물

HRID 1857248
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HRID 1857248 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1.Cl[C:24](Cl)([O:26]C(=O)OC(Cl)(Cl)Cl)Cl.[NH2:35][C:36]1[CH:37]=[C:38]([CH:44]=[CH:45][CH:46]=1)[C:39]([O:41][CH2:42][CH3:43])=[O:40].C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1.C(N(CC)CC)C>[CH2:42]([O:41][C:39]([C:38]1[CH:37]=[C:36]([NH:35][C:24]([NH:22][C:19]2[CH:18]=[CH:17][C:16]([O:15][C:6]3[C:5]4[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=4)[N:9]=[CH:8][CH:7]=3)=[CH:21][CH:20]=2)=[O:26])[CH:46]=[CH:45][CH:44]=1)=[O:40])[CH3:43]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 11400Ethyl 3-aminobenzoateHCID 94429TriphosgeneHCID 516892Sodium BicarbonateHCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline

생성물 1

HCID 22132740HCID 22132740, 화합물수율 100%

시약·촉매·용매 2

HCID 1140Toluene
용매
HCID 8471Triethylamine용매

실험 절차

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (131 mg) was dissolved in toluene (10 ml) with heat, after the addition of triethylamine (2 ml), triphosgene (213 mg) was added, and the admixture was refluxed with heat for 2 minutes. Ethyl 3-aminobenzoate (0.1 ml) was added to the reaction mixture, and the admixture was refluxed with heat for 7 minutes. After the addition of aqueous sodium hydrogen carbonate, the reaction mixture was extracted 2 times with ethyl acetate, and the organic layer was then washed with brine and dried with anhydrous sodium sulfate. The solvent was removed by reduced-pressure distillation, and the resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1) to obtain 214 mg of the title compound (yield: 100%).

후처리

  1. temperaturewith heat
  2. additionwas added
  3. temperaturethe admixture was refluxed
  4. temperaturewith heat for 2 minutes
  5. temperaturethe admixture was refluxed
  6. temperaturewith heat for 7 minutes
  7. extractionthe reaction mixture was extracted 2 times with ethyl acetate
  8. washthe organic layer was then washed with brine
  9. dry with materialdried with anhydrous sodium sulfate
  10. customThe solvent was removed by reduced-pressure distillation
  11. customthe resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1)

출처 및 근거

ORD 기록
ord-49e9f40ffcde4f8a89849ecb55e2e603
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06143764

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