4-phenylazophenylamine (7.0 g, 35.53 mmol) was reacted with p-chloranil (4.37 g, 17.76 mmol) in the presence of sodium acetate (2.95 g, 36.0 mmol) in ethanol.
The condensed p-benzoquinone intermediate (0.30 mmol) was mixed with p-chloranil (0.66 mmol) and transferred to the microwave tube.
Table-1: Comparison of persulfate and p-chloranil methods under microwave conditions.
By adopting the general procedure described in section 2.3, 4A (178 mg, 0.30 mmol) was converted to 4B and 4B1 (150 mg, 84.8 %) in the presence of p-chloranil (162 mg, 0.66 mmol) and conc.
5A (170 mg, 0.30 mmol) was oxidatively cyclised in the presence of p-chloranil (162 mg, 0.66 mmol) and conc.