Potassium Hydroxide → 2-(2,4-Dichlorophenylamino)-4-trifluoromethylpyrimidine-5-carboxylic acid

HRID 1868375ノート

反応式

HRID 1868375 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[C:13]([C:20]([O:22]C)=[O:21])=[CH:12][N:11]=1.[OH-].[K+]>CO>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:15]=[C:14]([C:16]([F:17])([F:18])[F:19])[C:13]([C:20]([OH:22])=[O:21])=[CH:12][N:11]=1

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 167195495-Pyrimidinecarboxylic acid, 2-[(2,4-dichlorophenyl)amino]-4-(trifluoromethyl)-, methyl ester

生成物 1

HCID 167197432-(2,4-Dichlorophenylamino)-4-trifluoromethylpyrimidine-5-carboxylic acid収率 84.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a solution of methyl 2-(2,4-dichlorophenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylate (107 g) in methanol (700 ml) was added a solution of potassium hydroxide (50 g) in methanol (700 ml) and the solution stirred at reflux for 24 h. Methanol was removed under reduced pressure and water (800 ml) added. The solution was washed with ether (3×400 ml, which removed the remaining 2,4-dichloroaniline) and concentrated hydrochloric acid added to adjust the acidity to pH 1. The precipitated solid was filtered, washed with 2N HCl and water until the pH of the filtrate was neutral. The solid was dried in vacuo at 50° C. to afford 2-(2,4-dichlorophenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid (86.9 g)

後処理

  1. temperatureat reflux for 24 h
  2. customMethanol was removed under reduced pressure and water (800 ml)
  3. additionadded
  4. washThe solution was washed with ether (3×400 ml, which
  5. customremoved the remaining 2,4-dichloroaniline) and concentrated hydrochloric acid
  6. additionadded
  7. filtrationThe precipitated solid was filtered
  8. washwashed with 2N HCl and water until the pH of the filtrate
  9. customThe solid was dried in vacuo at 50° C.

出典と根拠

ORDレコード
ord-b4810d6dcd804e6a82f01ad7e17e63f8
出典データセット
uspto-grants-2009_12
特許番号
US07635701B2

反応ノート

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