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Azobisisobutyronitrile → 4-{2-[(3-Bromomethylbenzofuran-2-carbonyl)amino]ethoxy}benzoic acid methyl ester

HRID 29712
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HRID 29712 반응식
[CH3:1][O:2][C:3](=[O:26])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][NH:13][C:14]([C:16]2[O:17][C:18]3[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=3[C:20]=2[CH3:21])=[O:15])=[CH:6][CH:5]=1.N(C(C)(C)C#N)=NC(C)(C)C#N.[Br:39]N1C(=O)CCC1=O>ClC1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:26])[C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][CH2:12][NH:13][C:14]([C:16]2[O:17][C:18]3[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=3[C:20]=2[CH2:21][Br:39])=[O:15])=[CH:8][CH:9]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 66687812HCID 66687812, 화합물

생성물 1

HCID 666882324-{2-[(3-Bromomethylbenzofuran-2-carbonyl)amino]ethoxy}benzoic acid methyl ester

시약·촉매·용매 1

HCID 7964Chlorobenzene용매

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온도
80 °C

실험 절차

A solution of 4-{2-[(3-methylbenzofuran-2-carbonyl)amino]ethoxy}benzoic acid methyl ester (0.340 mol) in chlorobenzene (1000 ml) was treated with 2,2′-azobisisobutyronitrile (5.60 g, 0.017 mol) and N-bromosuccinimide (75.76 g, 0.426 mol). The resulting mixture is heated to 80° C. and stirred for one hour. After completion of reaction, the reaction mixture was cooled to ambient temperature and washed with water, 3% sodium hydrogensulfite, and again with water. Solvent was distilled under reduced pressure and after cooling to ambient temperature, dichloromethane was added and to give 4-{2-[(3-bromomethylbenzofuran-2-carbonyl)amino]ethoxy}benzoic acid methyl ester which was used in the next step.

후처리

  1. customAfter completion of reaction
  2. temperaturethe reaction mixture was cooled to ambient temperature
  3. washwashed with water, 3% sodium hydrogensulfite
  4. distillationSolvent was distilled under reduced pressure
  5. temperatureafter cooling to ambient temperature
  6. additiondichloromethane was added

출처 및 근거

ORD 기록
ord-55a83f11870a401fb1238a5b3936a6fa
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07420089B2

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