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. 2014 Aug 21;12(8):4635–4658. doi: 10.3390/md12084635

Scheme 2.

Scheme 2

Synthesis of final N-(6-(N,N,N-trimethylammoniumyl)hexanoyl)-chitosan chloride (TMHA-CS) (11iv) and PyHA-CS (13iv) derivatives. Reactions and conditions: (a) 6-bromohexanoyl chloride, Et3N, CH2Cl2, −20 °C, 1 h (69%); (b) Me3N (31%–35% wt in EtOH, 4.2 M), KI, CH2Cl2, 25 °C, 48 h; (c) pyridine, KI, 25 °C, 48 h; (d) conc HCl/MeOH, 25 °C, 24 h, ion exchange by (5%–8%) NaCl (aqueous) (w/v), 1 h, dialysed against de-ionised water, 48 h.