Reaction #816400

Reaction equation

N-phenyliminodiacetic acid

toluene

acetic anhydride

→

N-phenyliminodiacetic acid anhydride

Yield 90.6%

Solvents

hexane

Conditions

Workup

1. 1
   OtherInto a 2-liter round-bottom flask was put
2. 2
   Temperaturethe mixture was refluxed
3. 3
   Temperatureby heating
4. 4
   workup.STIRRINGwith stirring to deposit
5. 5
   FiltrationThe deposit was collected by filtration

Procedure

Into a 2-liter round-bottom flask was put 62.8 g of N-phenyliminodiacetic acid under nitrogen gas stream to dissolve with 500 ml of toluene. To the solution was added 32.0 g of acetic anhydride, and the mixture was refluxed by heating with stirring. After lapse of one our, the mixture was cooled to room temperature and 3 liters of hexane was added thereto with stirring to deposit. The deposit was collected by filtration to obtain 52.0 g of N-phenyliminodiacetic acid anhydride.

Source