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

HRID 1462395ノート

反応式

HRID 1462395 の反応式
[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]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 12522480N-(2-Bromoethyl)-N-methylanilineHCID 178434070HCID 178434070、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-113281265032450f84e2d9d5d0cacf69
出典データセット
uspto-grants-1984_07
特許番号
US04460597

反応ノート

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