Réaction #217450

Équation de réaction

triethanolamine

isatoic anhydride

1,4-diazabicyclo(2.2.2)octane

dimethylformamide

→

beige solid

Rendement 90.3%

Triethanolamine Trianthranilate

Rendement 90.3%

Solvants

methanol

water

Conditions de réaction

Traitement

1. 1
   AutreInto a 1 liter round bottom flask-equipped with mechanical stirrer
2. 2
   TempératureThe mixture was then cooled to room temperature
3. 3
   workup.STIRRINGThis solution was stirred for 2 hours
4. 4
   Filtrationfiltered
5. 5
   Lavagewashed with 5×250 milliliters of methanol, and oven
6. 6
   Autredried at 60° C.

Mode opératoire

Into a 1 liter round bottom flask-equipped with mechanical stirrer, dropping funnel, and thermometer was charged triethanolamine (149.2 grams, 1.0 mol; obtained from Sigma-Aldrich), isatoic anhydride (520.0 grams, 3.5 mol), 1,4-diazabicyclo(2.2.2)octane (DABCO) (45.0 grams, 0.4 mol), and dimethylformamide (1,500 milliliters). The mixture was stirred and heated to 120° C. for a period of about 2 hours. The mixture was then cooled to room temperature, and methanol (2 liters) was added. Deionized water (1 liter) was added, causing the solution to turn cloudy. This solution was stirred for 2 hours, and then filtered, washed with 5×250 milliliters of methanol, and oven dried at 60° C. to yield 506 grams of a beige solid.

Source