Sodium Hydroxide → HCID 10445611、化合物

HRID 582429ノート

反応式

HRID 582429 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][NH:9][C:10](=O)OC)[CH:2]=1.[OH-].[Na+].N[C:17]1[CH:24]=[C:23]([O:25][CH3:26])[C:22]([O:27][CH3:28])=[CH:21][C:18]=1C=O>OS(O)(=O)=O>[CH3:26][O:25][C:23]1[CH:24]=[C:17]2[C:10](=[CH:21][C:22]=1[O:27][CH3:28])[N:9]=[CH:8][C:7]([C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)=[CH:18]2

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 108885432-Amino-4,5-dimethoxybenzaldehydeHCID 54022183methyl N-2-(pyrid-3-yl)vinylcarbamate

生成物 1

HCID 10445611HCID 10445611、化合物

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
22 °C

実験手順

A solution of 600 mg (3.37 mmol) of methyl N-2-(pyrid-3-yl)vinylcarbamate in 10 mL of 6N H2SO4 is refluxed for 10 minutes, cooled to 0° C. and basified to pH 11 with 50% NaOH. A solution of 400 mg (2.03 mmol) of 2-amino-4,5-dimethoxybenzaldehyde is immediately added and the mixture refluxed for 2.5 hours, cooled to 22° C. and partitioned between ether (150 mL) and water (100 mL). The aqueous layer is back extracted with chloroform and the combined organics are dried (MgSO4) and evaporated to obtain an oil which is recrystallized from hexane/ethyl acetate twice to give 3-(6,7-dimethoxyquinolin-3-yl)pyridine m.p. 131°-132° C.).

後処理

  1. temperaturethe mixture refluxed for 2.5 hours
  2. custompartitioned between ether (150 mL) and water (100 mL)
  3. extractionThe aqueous layer is back extracted with chloroform
  4. dry with materialthe combined organics are dried (MgSO4)
  5. customevaporated
  6. customto obtain an oil which
  7. customis recrystallized from hexane/ethyl acetate twice

出典と根拠

ORDレコード
ord-c3895d5ae95046ff9d97ea7f57f860c5
出典データセット
uspto-grants-1999_07
特許番号
USRE036256

反応ノート

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