Ethanol → 4-Carboxymethyl-1-(2-chloro-phenyl)-5-(4-chloro-phenyl)-1H-pyrazole-3-carboxylic acid

HRID 1921250ノート

反応式

HRID 1921250 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:19])[N:11]=[C:10]([C:20]([OH:22])=[O:21])[C:9]=2CC#N)=[CH:4][CH:3]=1.[OH-:26].[Na+].[CH2:28]([OH:30])[CH3:29]>O>[C:28]([CH2:29][C:9]1[C:10]([C:20]([OH:22])=[O:21])=[N:11][N:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])[C:8]=1[C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)([OH:26])=[O:30]

参加物

5

反応物 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 591463351-(2-chlorophenyl)-5-(4-chlorophenyl)-4-(cyanomethyl)-1H-pyrazole-3-carboxylic acid

生成物 1

HCID 591463474-Carboxymethyl-1-(2-chloro-phenyl)-5-(4-chloro-phenyl)-1H-pyrazole-3-carboxylic acid収率 86%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 1-(2-Chloro-phenyl)-5-(4-chloro-phenyl)-4-cyanomethyl-1H-pyrazole-3-carboxylic acid [B1] (30 g, 0.8 mol) were added sodium hydroxide (19 g, 4.8 mol), ethanol (250 ml) and water (150 ml). The reaction mixture was heated to reflux over night. The heating was removed and the reaction mixture was allowed to reach room temperature. The formed precipitate was collected and washed with ethanol and dried in an exicator over night. The sodium salt was dissolved in water (400 ml) and HCl (4N) was added during extensively stirring, to avoid forming a gum, and the precipitate is collected and dried in a vacuum oven, yielding 27 g (0.7 mol, 86%) of 4-Carboxymethyl-1-(2-chloro-phenyl)-5-(4-chloro-phenyl)-1H-pyrazole-3-carboxylic acid [G1]. LCMS (method A): RT=2.1 min; ES+=390.9 (M+H)+.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux over night
  3. customThe heating was removed
  4. customto reach room temperature
  5. customThe formed precipitate was collected
  6. washwashed with ethanol
  7. customdried in an exicator over night
  8. dissolutionThe sodium salt was dissolved in water (400 ml)
  9. additionHCl (4N) was added
  10. customto avoid forming a gum
  11. customthe precipitate is collected
  12. customdried in a vacuum oven

出典と根拠

ORDレコード
ord-444a900e113b4cf3bdebda8fdf43bbed
出典データセット
uspto-grants-2012_05
特許番号
US08173680B2

反応ノート

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