Acetic Acid → 4-(2,3-Dihydroimidazo[2,1-b]thiazol-5-yl)benzoic acid

HRID 2053779ノート

反応式

HRID 2053779 の反応式
[S:1]1[CH2:5][CH2:4][N:3]2[C:6]([C:9]3[CH:16]=[CH:15]C(C#N)=[CH:11][CH:10]=3)=[CH:7][N:8]=[C:2]12.S(=O)(=O)(O)O.[C:22]([OH:25])(=[O:24])[CH3:23]>>[S:1]1[CH2:5][CH2:4][N:3]2[C:6]([C:9]3[CH:16]=[CH:15][C:23]([C:22]([OH:25])=[O:24])=[CH:11][CH:10]=3)=[CH:7][N:8]=[C:2]12

参加物

4

反応物 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 693096964-(2,3-Dihydroimidazo[2,1-b]thiazol-5-yl)benzonitrile

生成物 1

HCID 693098594-(2,3-Dihydroimidazo[2,1-b]thiazol-5-yl)benzoic acid

反応条件

温度
100 °C

実験手順

2.00 g (8.80 mmol) of contaminated 4-(2,3-dihydroimidazo[2,1-b]thiazol-5-yl)benzonitrile is placed in 60 mL of 50% acetic acid solution at 0° C. and slowly combined with 30 mL of concentrated sulfuric acid with stirring and cooling in the ice bath. The reaction mixture is heated to 100° C. for 17 hours and then poured into 500 mL of ice water. The precipitated product formed is filtered off. The mother liquor is combined with sodium chloride and extracted with 300 mL of ethyl acetate, washed with saturated sodium chloride solution, dried with magnesium sulfate, and the solvent is distilled off. The residue remaining is combined with the above precipitate. Yield: 1.25 g (40% over 2 steps); Rf value: 0.55 (silica gel; ethyl acetate/ethanol=9:1); C12H10N2O2S (246.29); mass spectrum: (M+H)+=247

後処理

  1. customThe precipitated product formed
  2. filtrationis filtered off
  3. extractionextracted with 300 mL of ethyl acetate
  4. washwashed with saturated sodium chloride solution
  5. dry with materialdried with magnesium sulfate
  6. distillationthe solvent is distilled off

出典と根拠

ORDレコード
ord-bb020c0080d5434fbd1ad1ec822dc035
出典データセット
uspto-grants-2008_02
特許番号
US07326791B2

反応ノート

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