2,6-Dichloroaniline → HCID 19814841、化合物

HRID 465886ノート

反応式

HRID 465886 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH2:4].[H-].[Na+].[H][H].F[C:15]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([CH3:25])[N:16]=1>CS(C)=O>[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH:4][C:15]1[CH:20]=[C:19]([C:21]([F:22])([F:24])[F:23])[CH:18]=[C:17]([CH3:25])[N:16]=1

参加物

6

反応物 4

HCID 118462,6-DichloroanilineHCID 24758Sodium hydrideHCID 198148432-Fluoro-6-methyl-4-(trifluoromethyl)pyridineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 19814841HCID 19814841、化合物収率 54.8%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒3 回

実験手順

4.0 g (0.025 mol) of 2,6-dichloroaniline in 20 ml of dimethyl sulfoxide are added dropwise at 15°-20° C. to 1.2 g (0.05 mol) of sodium hydride in 20 ml of dimethyl sulfoxide. After hydrogen has ceased to evolve, 4.5 g (0.025 mol) of 2-fluoro-4-trifluoromethyl-6-methylpyridine in 10 ml of dimethyl sulfoxide are added dropwise, whereupon the temperature rises to 30° C. The reaction mixture is stirred for 2 hours at room temperature and then ice-water is added. After extraction with diethyl ether, the ether phase is dried over sodium sulfate and concentrated by evaporation. The residue is chromatographed over silica gel with ethyl acetate/hexane (1:3), affording 4.4 g (54.8%) of the title compound of formula ##STR28## in the form of crystals which melt at 108° C. (compound 2.033).

後処理

  1. customrises to 30° C
  2. extractionAfter extraction with diethyl ether
  3. dry with materialthe ether phase is dried over sodium sulfate
  4. concentrationconcentrated by evaporation
  5. customThe residue is chromatographed over silica gel with ethyl acetate/hexane (1:3)

出典と根拠

ORDレコード
ord-833367caa6a54dd9aab923705ea4bf1d
出典データセット
uspto-grants-1992_10
特許番号
US05154751

反応ノート

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