2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 11096910, 화합물

HRID 868165노트

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HRID 868165 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH2:9][NH:8][CH:7]([C:15]([O:17][CH3:18])=[O:16])[CH2:6]2.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH:9]=[N:8][C:7]([C:15]([O:17][CH3:18])=[O:16])=[CH:6]2

참가 물질

4

반응물 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 5301401Methyl 1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylate

생성물 1

HCID 11096910HCID 11096910, 화합물수율 47.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic acid, methyl ester (19.77 g, 78.7 mmol) in 400 ml of tetrahydrofuran, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (39.3 g, 173.1 mmol) was added. The dark solution was heated under reflux overnight. The resulting precipitate was filtered off, dissolved in 500 ml dichloromethane/water 1:1, and the pH was adjusted to 10 by means of 1N sodium hydroxide. The phases were separated, the aqueous phase extracted once with dichloromethane and the combined organic phases washed twice with 100 ml of water containing a few drops of 1N sodium hydroxide. After the drying and evaporating of the solvent, 9.20 g of the title compound was obtained; melting point 214.9° C.

후처리

  1. temperatureThe dark solution was heated
  2. temperatureunder reflux overnight
  3. filtrationThe resulting precipitate was filtered off
  4. dissolutiondissolved in 500 ml dichloromethane/water 1:1
  5. customThe phases were separated
  6. extractionthe aqueous phase extracted once with dichloromethane
  7. washthe combined organic phases washed twice with 100 ml of water containing a few drops of 1N sodium hydroxide
  8. customAfter the drying and evaporating of the solvent

출처 및 근거

ORD 기록
ord-c45f6cad1ae4439db8e86825b96d7708
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04777252

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