2-Bromo-1-(2,4-dimethoxyphenyl)ethanone → Methyl 4-[4-(2,4-dimethoxyphenyl)(1,3-thiazol-2-yl)]-5-methylthiothiophene-2-carboxylate

HRID 2298582ノート

反応式

HRID 2298582 の反応式
[NH2:1][C:2](=[S:13])[C:3]1[CH:4]=[C:5]([C:9]([O:11][CH3:12])=[S:10])[S:6][C:7]=1[CH3:8].Br[CH2:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=1[O:26][CH3:27])=O>CC(C)=O>[CH3:27][O:26][C:19]1[CH:20]=[C:21]([O:24][CH3:25])[CH:22]=[CH:23][C:18]=1[C:16]1[N:1]=[C:2]([C:3]2[CH:4]=[C:5]([C:9]([O:11][CH3:12])=[S:10])[S:6][C:7]=2[CH3:8])[S:13][CH:15]=1

参加物

4

反応物 2

HCID 986832-Bromo-1-(2,4-dimethoxyphenyl)ethanoneHCID 86583815Methyl 4-(aminothioxomethyl)-5-methylthiothiophene-2-carboxylate

生成物 1

HCID 86758663Methyl 4-[4-(2,4-dimethoxyphenyl)(1,3-thiazol-2-yl)]-5-methylthiothiophene-2-carboxylate収率 56%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

99 mg (0.424 mmol) of methyl 4-(aminothioxomethyl)-5-methylthiothiophene-2-carboxylate (Maybridge Chemical Co. LTD., Cornwall, U.K.) was dissolved in 5 mL of reagent grade acetone. 2-Bromo-2′,4′-dimethoxyacetophenone (0.440 mmol; 114 mg) was added and the solution was allowed to reflux for 2.5 h. The solution was allowed to cool and the crude product was collected as a solid and washed with methanol and dried yielding 91 mg (56% yield) of methyl 4-[4-(2,4-dimethoxyphenyl)(1,3-thiazol-2-yl)]-5-methylthiothiophene-2-carboxylate.

後処理

  1. temperatureto reflux for 2.5 h
  2. temperatureto cool
  3. customthe crude product was collected as a solid
  4. washwashed with methanol
  5. customdried

出典と根拠

ORDレコード
ord-66cf6455bf3847d09ebf4ba9e2084105
出典データセット
uspto-grants-2002_12
特許番号
US06492403B1

反応ノート

読み込み中…