Bromine → 2-Methyl-6-phenoxy-benzothiazole

HRID 538618ノート

反応式

HRID 538618 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 38382522-Methyl-6-phenoxy-benzothiazole収率 10.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
45 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-e7eb54030e304037bbbc48ee6335c67e
出典データセット
uspto-grants-2014_10
特許番号
US08865736B2

反応ノート

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