Pyridine → 3,5-Dimethyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester

HRID 413759

反応式

HRID 413759 の反応式
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:9]([O:11][C:12](=[O:20])[CH:13]([C:17](=O)[CH3:18])[C:14](=O)[CH3:15])[CH3:10].N1C=CC=CC=1>C(O)C>[CH2:9]([O:11][C:12]([C:13]1[C:14]([CH3:15])=[N:8][N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:17]=1[CH3:18])=[O:20])[CH3:10]

参加物

5

反応物 3

HCID 1049PyridineHCID 7516PhenylhydrazineHCID 79063Ethyl 2-acetylacetoacetate

生成物 1

HCID 6569643,5-Dimethyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Similar to Example 1, phenyl hydrazine (7.5 mmol, 0.8 g) and 2-acetyl-3-oxo-butyric acid ethyl ester (7.5 mmol, 1.3 g) were mixed in a solution of 50% pyridine in ethanol. The solvents were removed under vacuum and the oil resuspended in chloroform. The resulting suspension was washed with 5% sodium bicarbonate, 5% hydrochloric acid, and then brine. The organic layer was dried over NaSO4, the solids filtered, and the solvents removed under vacuum. The crude material was purified over silica gel to yield the named product as an oil. 1H-NMR (CDCl3, ppm): 1.37 t (3H); 2.51 s (6H); 4.32 q (2H); 7.42 bs (5H).

後処理

  1. customThe solvents were removed under vacuum
  2. washThe resulting suspension was washed with 5% sodium bicarbonate, 5% hydrochloric acid
  3. dry with materialThe organic layer was dried over NaSO4
  4. filtrationthe solids filtered
  5. customthe solvents removed under vacuum
  6. customThe crude material was purified over silica gel

出典と根拠

ORDレコード
ord-270e03eb5a80411e818cd173dba9325d
出典データセット
uspto-grants-2003_05
特許番号
US06569885B1

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