Bromine → 2-Methyl-6-phenoxy-benzothiazole

HRID 538618노트

반응식

HRID 538618 반응식
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15](=[S:17])[CH3:16])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.BrBr>C(Cl)Cl>[CH3:16][C:15]1[S:17][C:10]2[CH:9]=[C:8]([O:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:13]=[CH:12][C:11]=2[N:14]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 59402779N-(4-Phenoxy-phenyl)-thioacetamide

생성물 1

HCID 38382522-Methyl-6-phenoxy-benzothiazole수율 10.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
45 °C

실험 절차

To an ice-cold solution of N-(4-phenoxy-phenyl)-thioacetamide (0.78 g, 3.20 mmol) in 10 ml of DCM was added Br2 (0.32 ml, 6.40 mmol) dropwise. The reaction mixture was heated at 45° C. for 2 h. After the completion of the reaction (TLC monitoring), the reaction mixture was evaporated under reduced pressure. The residue was basified with NH4OH solution and extracted with ethyl acetate. The combined organics were, dried, (Na2SO4), filtered and concentrated. The residue was purified by column chromatography on silica (230-400 M) using ethyl acetate/hexane (3:97) as the eluent to provide the title compound (0.08 g, 10.3%).

후처리

  1. customAfter the completion of the reaction (TLC monitoring)
  2. customthe reaction mixture was evaporated under reduced pressure
  3. extractionextracted with ethyl acetate
  4. dry with materialdried, (Na2SO4),
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography on silica (230-400 M)

출처 및 근거

ORD 기록
ord-e7eb54030e304037bbbc48ee6335c67e
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865736B2

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