5-(3,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline → 8-Amino-5-[3,4-dichlorophenoxy]-6-methoxylepidine

HRID 842762노트

반응식

HRID 842762 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][C:24]=1[Cl:25])[O:5][C:6]1[C:15]([O:16][CH3:17])=[CH:14][C:13]([N+:18]([O-])=O)=[C:12]2[C:7]=1[C:8]([CH3:21])=[CH:9][CH:10]=[N:11]2>C(O)C.[Pd]>[NH2:18][C:13]1[CH:14]=[C:15]([O:16][CH3:17])[C:6]([O:5][C:4]2[CH:22]=[CH:23][C:24]([Cl:25])=[C:2]([Cl:1])[CH:3]=2)=[C:7]2[C:12]=1[N:11]=[CH:10][CH:9]=[C:8]2[CH3:21]

참가 물질

4

반응물 1

HCID 6332425-(3,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline

생성물 1

HCID 6090148-Amino-5-[3,4-dichlorophenoxy]-6-methoxylepidine수율 103.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

To a mixture of 13 g of 5-(3,4-dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline and 800 mg of 10% Pd on carbon in 500 ml of ethanol, was added 20 ml of 98% hydrazene hydrate portionwise with stirring. After the addition was complete, the reaction mixture was refluxed for 6 hours. The reaction mixture was filtered while hot and evaporated. The residue was partitioned between water and ethyl acetate, the organic layer was washed with water, dried and evaporated to give 12.4 g of crystalline product which was used in next reaction without further purification.

후처리

  1. additionAfter the addition
  2. temperaturethe reaction mixture was refluxed for 6 hours
  3. filtrationThe reaction mixture was filtered while hot and
  4. customevaporated
  5. customThe residue was partitioned between water and ethyl acetate
  6. washthe organic layer was washed with water
  7. customdried
  8. customevaporated

출처 및 근거

ORD 기록
ord-435b5f25fad94b0da06b50aac7ba4ca4
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06376511B2

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