Reacción #217450

Ecuación de reacción

triethanolamine

isatoic anhydride

1,4-diazabicyclo(2.2.2)octane

dimethylformamide

→

beige solid

Rendimiento 90.3%

Triethanolamine Trianthranilate

Rendimiento 90.3%

Disolventes

methanol

water

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente