Xu, Jia published the artcileSynthesis of tizanidine hydrochloride, Product Details of C6H4ClN3S, the publication is Zhongguo Yiyao Gongye Zazhi (2005), 36(10), 593-595, database is CAplus.
Tizanidine hydrochloride [i.e., 5-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-2,1,3-benzothiadiazol-4-amine hydrochloride] was synthesized from 4-chloro-2-nitroaniline by reduction with Zn/NaOH, cyclization, nitration and reduction of nitro group with Fe/HOAc to afford 5-chloro-4-amino-2,1,3-benzothiadiazole which subsequently was subjected to condensation with 1-acetyl-2-imidazolidinone, hydrolysis and then HCl salt formation with an overall yield of 46%.
Zhongguo Yiyao Gongye Zazhi published new progress about 30536-19-7. 30536-19-7 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine, and the molecular formula is C10H15NO, Product Details of C6H4ClN3S.
Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica