Reaktion #217450

Reaktionsgleichung

triethanolamine

isatoic anhydride

1,4-diazabicyclo(2.2.2)octane

dimethylformamide

→

beige solid

Ausbeute 90.3%

Triethanolamine Trianthranilate

Ausbeute 90.3%

Lösungsmittel

methanol

water

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle