2,6-Dichloroaniline → HCID 19814841, 화합물

HRID 465886노트

반응식

HRID 465886 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 19814841HCID 19814841, 화합물수율 54.8%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매3회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-833367caa6a54dd9aab923705ea4bf1d
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05154751

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