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

HRID 413759

반응식

HRID 413759 반응식
[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]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 7516PhenylhydrazineHCID 79063Ethyl 2-acetylacetoacetate

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-270e03eb5a80411e818cd173dba9325d
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06569885B1

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