Potassium Hydroxide → 1H-Pyrazole-4-carboxylic acid, 5-(aminocarbonyl)-1-(4-methylphenyl)-

HRID 978943ノート

反応式

HRID 978943 の反応式
[C:1]([C:3]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)[N:6]=[CH:5][C:4]=1[C:15]([O:17]CC)=[O:16])#[N:2].[OH-:20].[K+]>O>[C:15]([C:4]1[CH:5]=[N:6][N:7]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)[C:3]=1[C:1]([NH2:2])=[O:20])([OH:17])=[O:16]

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 13772970Ethyl 5-cyano-1-(4-methylphenyl)-1H-pyrazole-4-carboxylate

生成物 1

HCID 1637161H-Pyrazole-4-carboxylic acid, 5-(aminocarbonyl)-1-(4-methylphenyl)-

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

To 10 g. of ethyl 5-cyano-1-(4-methylphenyl)-4 pyrazolecarboxylate was added 5.6 g. of potassium hydroxide and 200 ml. of water followed by enough water to cause solution. The mixture was stirred under reflux for 8 hours and allowed to stand for 3 days. It was then poured over ice, made acid and filtered. The solids from the filtration were heated in 100 ml. of ethyl acetate, and the undissolved solid was separated, dried and identified as 4.25 g. of the desired product, m.p. 260° dec. The product was identified by nuclear magnetic resonance analysis in DMSOd6. δ2.36 (s,3), methyl; 7.32 (d,2), aromatic; 7.45 (d,2), aromatic; 8.01 (s,1), pyrazole; 7.91 (s,1), carboxamide; 8.33 (s,1), carboxamide.

後処理

  1. temperatureunder reflux for 8 hours
  2. additionIt was then poured over ice
  3. filtrationfiltered
  4. filtrationThe solids from the filtration
  5. temperaturewere heated in 100 ml
  6. customof ethyl acetate, and the undissolved solid was separated
  7. customdried

出典と根拠

ORDレコード
ord-8a990cbdf3194e9ea98c568aadf9439d
出典データセット
uspto-grants-1987_05
特許番号
US04666504

反応ノート

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