[Color reactions between trialkylamines and naphthoquinones]

Sodium 1,2-naphthoquinone-4-sulphonate (1) reacts with trialkylamines 6a, b by N-desalkylation to give red colored 4-di-alkyamino-1,2-naphthoquinones 3a, b. N,N-Diethylaniline (6f), a phenylogous amine, reacts with 1 to form the blue colored 4-(diethylamino-phenyl)-1,2-naphthoquinone (8). 2,3-Dihalogeno-1,4-naphthoquinones 15A/B produce with triethylamine (6a) the red N-desalkylation products 17A/Ba and the blue colored dehydrogenation products 18A/B. The reactions from trialkylamines 6b-g indicate that only ethyl functions may be dehydrogenated. 2,3-Dihalogeno-1,4-naphthoquinones 15A/B form with N,N-Diethylaniline (6f) blue violet colored CT-complexes and with diethylcyclohexylamine (6g) only blue colored 2-aminovinyl-3-halogeno-1,4-naphthoquinones 20A/B.