Synthesis and Crystal Structure Determination of 6-(N-Isopropyl)Amidino-2-Methylbenzothiazole Hydrochloride Monohydrate and 2-Amino-6-(N-Isopropyl)Amidinobenzothiazole Hydrochloride

Abstract

Two novel substituted amidino-benzothiazoles 6-(N-isopropyl)amidino-2-methylbenzothiazole 4 and 2-amino-6-(N-isopropyl)amidinobenzothiazole 6 were prepared in multistep synthesis in form of hydrochloride salts. They were characterized by means of IR, 1H, and 13C-NMR spectroscopy and elemental analysis. The crystal structures have been also determined by X-ray analysis. Both compounds crystallize as colorless prisms in the triclinic crystal system, space group P $$\overline 1 $$ . Crystal data: (4) a = 8.741(4) A, b = 9.602(7) A, c = 9.946(2) A, α = 63.94(3)°, β = 79.18(2)°, γ = 79.68(3)°, V = 732.1(6) A3, Z = R = 0.0396; a = 8.106(1) A, b = 9.148(2) A, c = 9.291(2) A, α = 104.83(1)°, β = 103.36(2)°, γ = 90.62(1)°, V = 646.2(2) A3 , Z = 2, R = 0.0376. The bond distances and angles in both structures are almost similar. Between these two structures was found the difference in the orientation of the 6-(N-isopropyl)amidino moiety with respect to the benzothiazole ring. In the crystal structures of the both compounds the intermolecular hydrogen bonds form three-dimensional networks.