2,4-Dimethyl-1,3-Phenylenediamine Dihydrochloride → Indoaniline

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Reaction Steps

0.003 mole (0.627 g) of 1,3-dimethyl 2,4-diamino benzene dihydrochloride is dissolved in 11 cc of 0.82 N soda solution. To this solution, cooled to 0°, there is added 0.002 mole (0.339 g) of 2,6-dimethyl N-chlorobenzoquinone monoimine in solution in 6 cc of isopropanol. The reaction mixture rapidly turns blue. It is allowed to stand for one hour at 0.20. Then 0.400 g of the above indoaniline is isolated in the form of beautiful green flakes with golden glints by filtering. After washing with water and extended vacuum drying, the product melts at 196° (no drop of melting point is observed when used in mixture with the product prepared according to Example 22).

Provenance & Evidence