4-Hydroxy-8-nitroquinoline-3-carboxylic acid → 8-Amino-4-hydroxyquinoline-3-carboxylic acid

HRID 850996

반응식

HRID 850996 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[NH:12][CH:11]=[C:10]([C:14]([OH:16])=[O:15])[C:9]2=[O:17])([O-])=O.[H][H]>CN(C)C=O.[Ni]>[NH2:1][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[NH:12][CH:11]=[C:10]([C:14]([OH:16])=[O:15])[C:9]2=[O:17]

참가 물질

5

반응물 2

HCID 2259064-Hydroxy-8-nitroquinoline-3-carboxylic acidHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 128663498-Amino-4-hydroxyquinoline-3-carboxylic acid수율 74.2%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 6228Dimethylformamide용매

실험 절차

A solution of 15.0 g (64 mmol) of 1,4-dihydro-8-nitro-4-oxo-3-quinolinecarboxylic acid [J. Amer. Chem. Soc., 68, 1264 (1946)] in 300 ml of dimethylformamide is hydrogenated using 1 g of Raney nickel catalyst at 51 psi and 23° until the required amount of hydrogen uptake is obtained. The catalyst is filtered off and the filtrate is concentrated to 50 ml and ethanol is added. The solid is collected by filtration and washed with ethanol and ether to give 9.7 g of the title compound.

후처리

  1. customat 51 psi and 23°
  2. customis obtained
  3. filtrationThe catalyst is filtered off
  4. concentrationthe filtrate is concentrated to 50 ml and ethanol
  5. additionis added
  6. filtrationThe solid is collected by filtration
  7. washwashed with ethanol and ether

출처 및 근거

ORD 기록
ord-d4ed39d7e40643d187df8ecf8c9ae07e
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04382089

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