Diamino Derivative

The conversion of the dinitro to diamino derivative was accomplished in the same manner as the reduction of the mononitro derivative excepting that twice as much tin and HCl were used.

This diamino compound crystallizes in yellowish glistening needles from alcohol and pyridine; m. p., 269°-270.5°C.; was analyzed and gave the following results,

Calculated for
C13H11N3Se
Found
III
Nitrogen14.6%14.414.7

Diacetyl and Dibenzylidene Derivatives

The diacetyl and dibenzylidene compounds were also prepared from these diamino derivatives. The former crystallizes in cubes from dilute alcohol; m. p., 307°C (Corr.) and the latter in beautiful yellow plates from carbon disulphide, m. p., 195°-196°C. (Corr.). An analysis of these two compounds showed the following results,

Calculated for
C17H15N3O2Se
Calculated for
C27H19N3Se
Found
III
Nitrogen9.05%11.21%9.21%11.43%

Dyeing with Azo Dyes

Both the monoamino and the diamino derivatives form intensely colored dyes when diazotized and coupled with phenols and aromatic amines. The dyes formed are fast to light. In the following table silk is given to represent the fabrics used. Wool and cotton were dyed similar shades, though with slight variation. Each silk sample was dyed in acid or alkaline baths as indicated and each bath contained 0.01 gram in twenty cc. solution: