Reaction #417901

Reaction equation

phosphoryl chloride

dibenzo[f,h]quinoxaline-1-oxide

potassium carbonate

→

2-Chloro-Dibenzo[f,h]Quinoxaline

Yield 93.0%

Solvents

water

Conditions

Workup

1. 1
   Otherobtained in the above Step 1
2. 2
   Temperaturewhile being heated
3. 3
   Temperatureunder reflux for 1 hour
4. 4
   FiltrationThis solution was filtered
5. 5
   Washthe obtained residue was washed with water
6. 6
   Othermethanol to give
7. 7
   Otherthe object of the synthesis (as a pale yellow powder in a yield of 93%)
8. 8
   OtherThe synthesis scheme of Step 2

Procedure

Next, 18 mL of phosphoryl chloride was dripped into 2.91 g of dibenzo[f,h]quinoxaline-1-oxide obtained in the above Step 1. This mixed solution was stirred while being heated under reflux for 1 hour. This mixed solution was poured into iced water, followed by addition of potassium carbonate so that the mixture was alkaline. This solution was filtered, and the obtained residue was washed with water and then methanol to give the object of the synthesis (as a pale yellow powder in a yield of 93%). The synthesis scheme of Step 2 is illustrated in the following (a″′-2-2).

Source