5-Aminoisophthalic acid (9.05g) was stirred in water (500 ml) and the pH adjusted to 8.0 by addition of 2N sodium hydroxide. Sodium nitrite (3.5 g) was added and the solution added to a mixture of a little sulphamic acid to give a diazo suspension.
H-Acid (19.5 g, 0.05M) was added to water (500 ml) and the pH adjusted to 6.0 by addition of 2N sodium hydroxide. A solution of cyanuric chloride (10.0 g) in acetone (100 ml) was added to 0.degree.-10.degree. C. After material and the filtrate added at 0.degree.-10.degree. C. to the above diazo suspension maintaining the pH at 7.0 by addition of 2N sodium hydroxide. The mixture was stirred for 1 hour at 0.degree.-10.degree. C.
2,5-Dimethylphen1,4-ylene diamine (3.2 g) was dissolved in acetone (100 ml) and the solution added to the above mixture. It was stirred for 18 hours at 20.degree.-25.degree. C. maintaining the pH at 6.0-7.0 by addition of 2N sodium hydroxide.
The mixture was heated to 35.degree. C. and salted to 10% with sodium chloride. The product was filtered and washed with 15% sodium chloride solution.
The product was dissolved in water (1l) and heated to 40.degree. C. and slowly acidified to pH 1 with concentrated hydrochloric acid. The product in the form of the free acid was filtered and washed with N hydrochloric acid. It was added to water (1l) and the pH adjusted to 9.0 with concentrated ammonium hydroxide solution. The solution was dialysed until chloride ion could no longer be detected, screened through a 0.45.mu. filter and then evaporated and dried.
The title compound in the form of its ammonium salt was made into a 1% ink in water/diethylene glycol (92.5/7.5) and printed onto plain paper using a thermal ink jet printer. Bright magenta shades were obtained having high water fastness and good light fastness.