反応 #2439974

反応方程式

Thiophene-2-carbonyl chloride

6-(4-Amino-benzoyl)-1,3-dihydro-indol-2-one

→

Thiophene-2-carboxylic acid [4-(2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide

収率 64.0%

溶媒

THF

THF

反応条件

後処理

1. 1
   温度to reflux for 3 h
2. 2
   その他The room temperature reaction mixture
3. 3
   濃縮was concentrated in vacuo
4. 4
   workup.DISSOLUTIONthe crude residue was dissolved in EtOH (5 mL)
5. 5
   workup.ADDITIONThe ethanolic solution was treated with 1M NaOH(aq) (2 mL)
6. 6
   その他yielding a tan precipitate
7. 7
   ろ過The tan solids were filtered

実験手順

A dry 25 mL flask was charged with Thiophene-2-carbonyl chloride (0.756 g, 5.16 mmol) and THF (10 mL). 6-(4-Amino-benzoyl)-1,3-dihydro-indol-2-one (as prepared in Example 15, 1.02 g, 3.98 mmol) was added to the THF solution of the acid chloride, and the mixture was allowed to reflux for 3 h. The reaction mixture was then allowed to cool to room temperature. The room temperature reaction mixture was concentrated in vacuo, and the crude residue was dissolved in EtOH (5 mL). The ethanolic solution was treated with 1M NaOH(aq) (2 mL) and stirred for 30 min. The basic solution was acidified to a pH of 1 with 1M HCl(aq) yielding a tan precipitate. The tan solids were filtered to afford the pure Thiophene-2-carboxylic acid [4-(2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (0.924 g, 2.53 mmol, 64%).

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