Sodium Hydroxide → HCID 10445611, 화합물

HRID 263946노트

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HRID 263946 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 10445611HCID 10445611, 화합물

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
22 °C

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-4b3d3cdad56e47f198a1362fee075c84
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646153

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