Nitric Acid → 6-Nitroquinolin-2(1H)-one

HRID 373783ノート

反応式

HRID 373783 の反応式
[N+:1]([O-:4])(O)=[O:2].[OH:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=1.O>S(=O)(=O)(O)O>[N+:1]([C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:5])[CH:15]=[CH:14]2)([O-:4])=[O:2]

参加物

5

反応物 3

HCID 944Nitric AcidHCID 962WaterHCID 178515546HCID 178515546、化合物

生成物 1

HCID 8999326-Nitroquinolin-2(1H)-one収率 67%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

Nitric acid (70%), 2.3 mL, was added dropwise to a stirred mixture of 2-hydroxyquinoline (available commercially or by one of the methods described in Beilstein 21, 77) 3.5 g (0.024 mole), in 20 mL of concentrated sulfuric acid at 0° C. The reaction mixture was stirred for 2 hours at room temperature and then poured into ice and water. The resulting solid was collected by filtration, washed with cold water and then digested twice with hot methanol to yield 3 g (67%) of 6-nitrocarbostyril as crystals; m.p. 280°-282° C.

後処理

  1. customat 0° C
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed with cold water

出典と根拠

ORDレコード
ord-2412aafaf56549e5bdaf68fac399747d
出典データセット
uspto-grants-1992_11
特許番号
US05166160

反応ノート

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