Reaction #2439944

Reaction equation

acetyl chloride

5-(3-Amino-benzoyl)-1,3-dihydro-indol-2-one

→

N-[3-(2-Oxo-2,3-dihydro-1H-indole-5-carbonyl)-phenyl]-acetamide

Yield 61.0%

Solvents

THF

THF

Conditions

Workup

1. 1
   Temperatureto reflux for 3 h
2. 2
   FiltrationThe tan precipitate was filtered

Procedure

A dry 25 mL flask was charged with acetyl chloride (0.273 g, 3.48 mmol) and THF (5 mL). 5-(3-Amino-benzoyl)-1,3-dihydro-indol-2-one (as prepared in Example 1, 0.675 g, 2.67 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 tan precipitate was filtered to afford N-[3-(2-Oxo-2,3-dihydro-1H-indole-5-carbonyl)-phenyl]-acetamide (0.478 g, 1.48 mmol, 61%).

Source