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

HRID 1995337

反応式

HRID 1995337 の反応式
[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]

参加物

5

反応物 2

HCID 2259064-Hydroxy-8-nitroquinoline-3-carboxylic acidHCID 178418361HCID 178418361、化合物

生成物 1

HCID 128663498-Amino-4-hydroxyquinoline-3-carboxylic acid収率 74.2%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 6228Dimethylformamide溶媒

実験手順

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° C. 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.

後処理

  1. customat 51 psi and 23° C.
  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

出典と根拠

ORDレコード
ord-ce9b252291124283b4806010140d3fe8
出典データセット
uspto-grants-1983_09
特許番号
US04404201

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