Ethyl bromopyruvate → 4-Methyl-2-nitro-phenyl-thiazole-4-carboxylic acid ethyl ester

HRID 227236ノート

反応式

HRID 227236 の反応式
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[S:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.[CH3:14][CH2:15][O:16][C:17]([C:19]([CH2:21]Br)=O)=[O:18]>CCO.CCOC(C)=O>[CH2:15]([O:16][C:17]([C:19]1[N:8]=[C:6]([C:5]2[CH:9]=[CH:10][C:2]([CH3:1])=[CH:3][C:4]=2[N+:11]([O-:13])=[O:12])[S:7][CH:21]=1)=[O:18])[CH3:14]

参加物

5

反応物 2

HCID 66144Ethyl bromopyruvateHCID 541688084-Methyl-2-nitro-thiobenzamide

生成物 1

HCID 866229124-Methyl-2-nitro-phenyl-thiazole-4-carboxylic acid ethyl ester

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
70 °C

実験手順

4-Methyl-2-nitro-thio benzamide (60 mgs, 0.30 mmol, prepared as described in compound 5, Step 2, was stirred in 1 mL absolute EtOH at room temperature under N2. Ethyl bromo pyruvate (65 mgs, 0.33 mmol) was added, and the resulting solution was heated to 70° C. for 3 h. The reaction was diluted to 30 mL with EtOAc and washed with saturated NaHCO3, and saturated NaCl. The organic layer was dried over MgSO4, filtered and concentrated to a yellow oil, which was used as is in the next step.

後処理

  1. washwashed with saturated NaHCO3, and saturated NaCl
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated to a yellow oil, which

出典と根拠

ORDレコード
ord-0071cf80c814424a9604bf2d5f427a1a
出典データセット
uspto-grants-2009_07
特許番号
US07560462B2

反応ノート

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