Figure 1
Synthetic pathway from 2-chloro-3-nitro-5-(trifluoromethyl)benzoic acid (1) to BTZ 3 and side product 4, illustrating the two different points of nucleophilic attack of piperidine at the intermediate 2-chloro-3-nitro-5-(trifluoromethyl)benzoyl isothiocyanate (2), resulting in 3 and 4 (Rudolph, 2014). |