Methane → Flunixin

HRID 375275

反応式

HRID 375275 の反応式
[CH3:1][C:2]1[C:8]([C:9]([F:12])([F:11])[F:10])=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].Cl[C:14]1[N:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16]([OH:18])=[O:17].C1(C)C=CC(S(O)(=O)=O)=CC=1.[OH-].[K+].C>O>[CH3:1][C:2]1[C:8]([C:9]([F:10])([F:11])[F:12])=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:14]1[C:15]([C:16]([OH:18])=[O:17])=[CH:19][CH:20]=[CH:21][N:22]=1

参加物

7

反応物 5

HCID 297MethaneHCID 6101p-Toluenesulfonic acidHCID 14797Potassium HydroxideHCID 762582-Chloronicotinic acidHCID 2735932Trifluoromethyl toluidine

生成物 1

HCID 38081Flunixin収率 83%

試薬・触媒・溶媒 1

HCID 962Water溶媒3 回

反応条件

温度
50 °C

実験手順

) A mixture of 2-methyl-3-trifluoromethylaniline (368 g, 2.1 moles) and 2-chloronicotinic acid (158.0 g, 1.0 mole) in 400 ml of water is heated at 100° C. for 24 hours together with p-toluenesulfonic acid (15.0 g) monohydrate as the acid catalyst. Potassium hydroxide (ca. 145 g) in water (255 ml) is added and the pH is maintained above 11. After diluting the reaction mixture to 1.2 liters with water, the mixture is cooled to 50° C., adjusted to pH 11, treated with 7 g of a decolorizing charcoal and 15 g of a filter aid, and clarified by filtration. The flitrate is diluted with 750 ml of water and the pH is adjusted to 5.0 with concentrated sulfuric acid. Agitation of the suspension for 10 minutes and filtration gives crude, precipitated 2-[[2-methyl-3-(trifluoromethyl)phenyl]amino]-3-pyridinecarboxylic acid (flunixin) (83% yield). The compound can be further purified by crystallization in methanol and washing with water.

後処理

  1. temperaturethe pH is maintained above 11
  2. filtrationclarified by filtration
  3. additionThe flitrate is diluted with 750 ml of water
  4. filtrationfiltration
  5. customgives crude

出典と根拠

ORDレコード
ord-aabeb8ec3e4c4011b92245b70262d001
出典データセット
uspto-grants-1996_01
特許番号
US05484931

関連ノート

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