Ethanone, 1-(2-amino-4,5-dimethoxyphenyl)- → HCID 178419049, 화합물

HRID 7464

반응식

HRID 7464 반응식
[N:1]([O-])=O.[Na+].[CH3:5][C:6]([C:8]1[C:13]([NH2:14])=[CH:12][C:11]([O:15][CH3:16])=[C:10]([O:17][CH3:18])[CH:9]=1)=[O:7]>C(O)(=O)C.S(=O)(=O)(O)O>[OH:7][C:6]1[C:8]2[C:13](=[CH:12][C:11]([O:15][CH3:16])=[C:10]([O:17][CH3:18])[CH:9]=2)[N:14]=[N:1][CH:5]=1

참가 물질

5

반응물 2

HCID 602085Ethanone, 1-(2-amino-4,5-dimethoxyphenyl)-HCID 23668193Sodium Nitrite

생성물 1

HCID 178419049HCID 178419049, 화합물수율 87.3%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 1118Sulfuric Acid용매

반응 조건

온도
80 °C

실험 절차

The starting material, 4-hydroxy-6,7-dimethoxycinnoline was obtained by adding a solution of sodium nitrite (1.9 g, 27 mmol) to a solution of 2-amino-4,5-dimethoxyacetophenone (5 g, 0.025 mol) in acetic acid (90 ml) and sulphuric acid (15 ml) at a rate to maintain the temperature below 20° C. The mixture was heated at 80° C. for 90 minutes. After cooling and concentrating the solution to half its original volume, the residue was poured into ether (800 ml). The solid was collected by filtration and suspended in water (200 ml). After adjusting to pH7 with sodium hydroxide the solid was filtered, washed with water, methanol and methylene chloride to give 4-hydroxy-6,7-dimethoxycinnoline (4.5 g, 87%).

후처리

  1. temperatureto maintain the temperature below 20° C
  2. temperatureAfter cooling
  3. concentrationconcentrating the solution to half its original volume
  4. additionthe residue was poured into ether (800 ml)
  5. filtrationThe solid was collected by filtration
  6. filtrationwas filtered
  7. washwashed with water, methanol and methylene chloride

출처 및 근거

ORD 기록
ord-a0ab3c0fa52b4471a489048eafec37c1
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087602B2

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