Hello, I'm looking for a reaction of converting dicyanide into cyclic imide. I've found a patent article (JP2008106195A) which describes the procedure as below
1,4-diamino-2,3-dicyanoanthraquinone (2.30 g, 8.0 mmol) was added to sulfuric acid (11.7 g) at 80°C. The mixture was stirred at 140-150°C for 1 hour and then cooled to 40°C. Ice water was gradually added and the mixture was cooled to room temperature. After neutralization with sodium carbonate, the precipitate was filtered and washed with water and acetone to give the desired compound (2.37 g, 96% yield).
I believe it involves hydrolysis and condensation and two questions have come up.
1. How could hydrolysis of -CN happen in sulfuric acid at 150°C? Apparently 2 equivalent of water is consumed overall but there isn't that much water in sulfuric acid, which I suppose to be 98% concentrated one.
2. To get the desired compound, hydrolysis-2A needs to selectively happen, not hydrolysis-2B, but how?
I'm really buffled and there are multiple literature where this reaction is mentioned.
Any suggestion would be appreciated.