Reaction #346407

Reaction equation

chloroform

salicylamide

toluene sulfonic acid monohydrate

→

2,2-dimethyl-1,3-benzoxazin-4-one

Solvents

acetone

acetone

Conditions

Workup

1. 1
   OtherThe flask was equipped with a Soxhlet extraction vessel
2. 2
   TemperatureThe reaction mixture was refluxed for 24 hours
3. 3
   workup.ADDITIONwas added to the reaction mixture
4. 4
   TemperatureReflux

Procedure

A 500-ml flask was charged with 250 ml of chloroform, 27.4 g (0.2 mol) of salicylamide, 23.2 g (0.4 mol) of acetone and 2.7 g of toluene sulfonic acid monohydrate. The flask was equipped with a Soxhlet extraction vessel containing 36.7 g of molecular sieves (Linde Type 3A, 1/16 inch) in the thimble. The reaction mixture was refluxed for 24 hours. Then fresh sieves were placed in the Soxhlet and 10 g of acetone was added to the reaction mixture. Reflux was continued for 24 hours.

Source