Diphenyl Ether → HCID 178469501, 화합물

HRID 852981노트

반응식

HRID 852981 반응식
C(O[C:4](=[O:20])[C:5](=[CH:11][NH:12][C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.C1(OC2C=CC=CC=2)C=CC=CC=1>C(O)C>[CH2:9]([O:8][C:6]([C:5]1[CH:11]=[N:12][C:13]2[C:14]([C:4]=1[OH:20])=[CH:15][C:16]([Br:19])=[CH:17][CH:18]=2)=[O:7])[CH3:10]

참가 물질

4

반응물 2

HCID 7583Diphenyl EtherHCID 1591151Diethyl 2-((4-bromophenylamino)methylene)malonate

생성물 1

HCID 178469501HCID 178469501, 화합물수율 97.6%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
100 °C

실험 절차

The solid 2-[(4-bromo-phenylamino)-methylene]-malonic acid diethyl ester (157 g, 458.8 mmol) was added to a hot diphenyl ether (260 g) and the mixture was heated to reflux for 5 h to afford a brown suspension. Then, the mixture was cooled to 100° C. and diluted with ethanol (˜200 mL). This suspension was refluxed for 10 min and then cooled to room temperature. The solids were collected by filtration and washed with diethyl ether. After drying in air, 132.59 g (97.6% yield) of 6-bromo-4-hydroxy-quinoline-3-carboxylic acid ethyl ester was isolated as a white solid: EI-HRMS m/e calcd for C8H6N2O (M+) 146.0480, found 146.0478.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 5 h
  3. customto afford a brown suspension
  4. temperatureThis suspension was refluxed for 10 min
  5. temperaturecooled to room temperature
  6. filtrationThe solids were collected by filtration
  7. washwashed with diethyl ether
  8. customAfter drying in air

출처 및 근거

ORD 기록
ord-fa3ace34ba8046bbb9d46ddafd87c01d
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253285B2

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