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2-Bromo-1,2-bis(4-methoxyphenyl)ethanone → 4,5-Bis(4-methoxyphenyl)-2-(1-ethylpyrrol-2-yl)thiazole

HRID 542863
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HRID 542863 반응식
[CH2:1]([N:3]1[CH:7]=[CH:6][CH:5]=[C:4]1[C:8](=[S:10])[NH2:9])[CH3:2].Br[CH:12]([C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=1)[C:13](=O)[C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1>C(#N)C>[CH3:30][O:29][C:26]1[CH:25]=[CH:24][C:23]([C:12]2[N:9]=[C:8]([C:4]3[N:3]([CH2:1][CH3:2])[CH:7]=[CH:6][CH:5]=3)[S:10][C:13]=2[C:14]2[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)=[CH:28][CH:27]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 3441532-Bromo-1,2-bis(4-methoxyphenyl)ethanoneHCID 30634971-Ethyl-1H-pyrrole-2-carbothioamide

생성물 1

HCID 135893124,5-Bis(4-methoxyphenyl)-2-(1-ethylpyrrol-2-yl)thiazole수율 77%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

1-Ethylpyrrole-2-carbothioamide obtained in Reference Example 1 (1.85 g, 12 mmole) and α-bromo-4,4'-dimethoxydeoxybenzoin (cf. Aust. J. Chem., 8, 385, 1955) (4.02 g, 12 mmole) are dissolved in acetonitrile (120 ml), and the mixture is stirred at 60° C. for 50 minutes. After the reaction, the mixture is distilled under reduced pressure to remove the solvent. To the residue are added chloroform and aqueous sodium carbonate, and the mixture is shaken. The chloroform layer is taken, and the aqueous layer is further extracted with chloroform. The chloroform layers are combined, dried over anhydrous magnesium sulfate, and distilled under reduced pressure to remove the solvent. The residue is recrystallized from n-hexane to give 4,5-bis(4-methoxyphenyl)-2-(1-ethylpyrrol-2-yl)thiazole (3.6 g, yield: 77%).

후처리

  1. customAfter the reaction
  2. distillationthe mixture is distilled under reduced pressure
  3. customto remove the solvent
  4. additionTo the residue are added chloroform and aqueous sodium carbonate
  5. stirringthe mixture is shaken
  6. extractionthe aqueous layer is further extracted with chloroform
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationdistilled under reduced pressure
  9. customto remove the solvent
  10. customThe residue is recrystallized from n-hexane

출처 및 근거

ORD 기록
ord-a22f2977ee104f9d8a565848dabab7fd
출처 데이터셋
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04659726

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