Diphenyl Ether → HCID 178469501、化合物

HRID 852981ノート

反応式

HRID 852981 の反応式
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]

参加物

4

反応物 2

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

生成物 1

HCID 178469501HCID 178469501、化合物収率 97.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fa3ace34ba8046bbb9d46ddafd87c01d
出典データセット
uspto-grants-2007_08
特許番号
US07253285B2

反応ノート

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