# How do I obtain Chrysoidine from Benzene?

So, basically I can convert Benzene to Phenol using Dow's synthesis process and then use $\ce{NH3}$, $\ce{ZnCl2}$, $\ce{HNO2}$, $\ce{NaNO2}$ under 0-5 °C controlled temperature and convert the phenol to Diazonium Chloride Salt. Then with Coupling Reaction, I can convert the Diazonium Chloride to Aniline Yellow. But, Chrysoidine has another $\ce{-NH2}$ group attached to the Ortho position. So, an explanation would be greatly appreciated as to how to obtain Chrysoidine from there on.

• why go via the phenol? Easier surely to nitrate benzene then reduce to aniline. – Waylander Sep 6 '18 at 14:52
• @Waylander Yes, I know that pathway to Aniline as well. However, I wanted to know whether Aniline Yellow, upon reacting with Nitric Acid and then being reduced by Sn and HCl, yields Chrysoidine. Or will the -NO2 group just get attached to the Meta position? – Rifat Raiyan Sep 6 '18 at 15:00