5-benzyl-4-methyl-2-aminothiazolium hydrochloride

5-benzyl-4-methyl-2-aminothiazolium hydrochloride (3) has the following physical and spectroscopic properties: mp = 219–221 °C (decomp.).

 ¹H NMR (500 MHz, DMSO-d₆) 
δ: 2.20 (s, 3 H),........... methyl group
3.44 (bs) (water), Ar-CH2 GP
3.93 (s, 2 H), 
7.23–7.26 (m, 3 H), 
7.33 (t, J = 7.4 Hz, 2 H), 
9.24 (s, 2 H), 
13.37 (bs, 1 H).

¹³C NMR (125 MHz, DMSO-d₆) δ: 11.5, 30.4, 116.8, 126.8, 128.3, 128.7, 131.0, 138.8, 167.8.

IR (neat) cm^-1: 3242, 3192, 3058, 2919, 2652, 1623, 1573, 1453, 1075, 830, 760, 698. 

HRMS (ESI) Exact mass calcd for C₁₁H₁₃N₂S [M+H]⁺: 205.0794, found: 205.0798; 

Anal. Calcd for C₁₁H ₁₃N₂SCl: C, 54.88; H, 5.44; N, 11.64; S, 13.32; Cl, 14.73; Found: C, 54.72; H, 5.63; N, 11.57; S, 13.28; Cl, 14.58

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Compound 1 has the following spectroscopic properties: ¹H NMR (500 MHz, CDCl₃) δ: 1.38 (d, J = 6.4 Hz, 3 H), 1.81 (bs, 1 H), 4.49 (q, J = 6.4 Hz, 1 H), 6.27 (dd, J = 16, 6.4 Hz, 1 H), 6.57 (d, J = 16 Hz, 1 H), 7.23–7.26 (m, 1 H), 7.30–7.33 (m, 2 H), 7.38–7.39 (m, 2 H). ¹³C NMR (125 MHz, CDCl₃) δ: 23.4, 68.9, 126.4, 127.6, 128.5, 129.3, 133.5, 136.7. IR (neat) cm ^-1: 3346, 3026, 2972, 1494, 1449. HRMS (ESI) Exact mass calcd for C₁₀H₁₁ [M-OH]⁺: 131.0855, found: 131.0856.
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 3-chloro-4-phenylbutan-2-one (2) has the following spectroscopic properties: ¹H NMR (500 MHz, CDCl₃ ) δ: 2.29 (s, 3 H), 3.08 (dd, J = 14.3, 8.1 Hz, 1 H), 3.34 (dd, J = 14.3, 6.2 Hz, 1 H), 4.41 (dd, J = 8, 6.2 Hz, 1 H), 7.21–7.33 (m, 5 H). ¹³C NMR (125 MHz, CDCl₃) δ: 26.8, 39.8, 63.8, 127.2, 128.6, 129.3, 136.1, 202.6. IR (neat) cm ^-1: 3030, 2928, 1715, 1357, 1157. HRMS (ESI) Exact mass calcd for C₁₀H₁₁ClONa [M+Na]⁺: 205.0391, found: 205.0394.