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Ethyl 3-aminobenzoate → HCID 22132740、化合物

HRID 1857248
ノート
印刷プレビュー

反応式

HRID 1857248 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

HCID 22132740HCID 22132740、化合物収率 100%

試薬・触媒・溶媒 2

HCID 1140Toluene
溶媒
HCID 8471Triethylamine溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-49e9f40ffcde4f8a89849ecb55e2e603
出典データセット
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06143764

反応ノート

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