N-bromobutanimide → 3-Bromo-s-triazolo(3,4-b)benzothiazole

HRID 461849

反応式

HRID 461849 の反応式
[N:1]1[N:2]=[CH:3][N:4]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=3[S:6][C:5]=12.[Br:13]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:13][C:3]1[N:4]2[C:5]([S:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=32)=[N:1][N:2]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 2545687-Thia-2,4,5-triazatricyclo(6.4.0.0,2,6)dodeca-1(12),3,5,8,10-pentaene

生成物 1

HCID 213928313-Bromo-s-triazolo(3,4-b)benzothiazole

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

s-Triazolo(3,4-b)benzothiazole (6.4 grams; 0.0366 mole) was slurried with 200 milliliters of carbon tetrachloride, with stirring, at room temperature, and then heated. N-Bromosuccinimide (6.8 grams; 0.0366 mole plus 5 percent) was added and the solution refluxed and a pinch of azobisisobutylnitrile added to initiate the reaction. Subsequently the reaction mixture was filtered to separate blackish crystals, which were washed with carbon tetrachloride. The carbon tetrachloride was removed by evaporation, to yield a purple solid. This was chromatographed on a column packed with silica gel and eluted with ethyl acetate. The second portion was analyzed by elemental analysis and NMR, which confirmed its identity as the expected 3-bromo-s-triazolo(3,4-b)benzothiazole, m.p., 166°-7° C.

後処理

  1. temperatureheated
  2. temperaturethe solution refluxed
  3. customthe reaction
  4. filtrationSubsequently the reaction mixture was filtered
  5. customto separate blackish crystals, which
  6. washwere washed with carbon tetrachloride
  7. customThe carbon tetrachloride was removed by evaporation
  8. customto yield a purple solid
  9. customThis was chromatographed on a column
  10. washeluted with ethyl acetate
  11. customm.p., 166°-7° C.

出典と根拠

ORDレコード
ord-713f96a82a5f4e89add3b978835770c7
出典データセット
uspto-grants-1977_12
特許番号
US04064261

関連ノート

読み込み中…