Potassium Carbonate → 4-(2,4-dichlorobenzoyl)-1,3-dimethyl-5-[2-(N-methylanilino)ethoxy]pyrazole

HRID 1462395노트

반응식

HRID 1462395 반응식
[Cl:1][C:2]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[C:7]([CH3:13])=[N:8][N:9]([CH3:12])[C:10]=1[OH:11])=[O:5].C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][CH2:27][N:28]([CH3:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>C(#N)C>[Cl:1][C:2]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[C:7]([CH3:13])=[N:8][N:9]([CH3:12])[C:10]=1[O:11][CH2:26][CH2:27][N:28]([CH3:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:5]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 12522480N-(2-Bromoethyl)-N-methylanilineHCID 178434070HCID 178434070, 화합물

생성물 1

HCID 132775064-(2,4-dichlorobenzoyl)-1,3-dimethyl-5-[2-(N-methylanilino)ethoxy]pyrazole수율 91.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

2.85 g of 4-(2,4-dichlorobenzoyl)-1,3-dimethyl-5-hydroxypyrazole was dissolved in 50 ml of acetonitrile, and 1.38 g of potassium carbonate (anydrous) was added thereto. The resultant mixture was stirred at room temperature for 2 hours, 2.14 g of β-bromoethyl-N-methylaniline was added, and the mixture heated for 3 hours under reflux. After cooling, crystals were filtered off. The filtrate was distilled under reduced pressure and the residue was purified by silica gel chromatography (eluent, benzene:ethyl acetate at 8:1) to give 3.82 g of the desired product, Compound 2, having nD24 1.5975 (yield 91.4%).

후처리

  1. temperaturethe mixture heated for 3 hours
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. filtrationcrystals were filtered off
  5. distillationThe filtrate was distilled under reduced pressure
  6. customthe residue was purified by silica gel chromatography (eluent, benzene:ethyl acetate at 8:1)

출처 및 근거

ORD 기록
ord-113281265032450f84e2d9d5d0cacf69
출처 데이터셋
uspto-grants-1984_07
특허 번호
US04460597

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