hydrogen; lanthanum trifluoromethanesulphonate T=200°C; P=15514.9 Torr; 14 h;

palladium 10 on activated carbon; acetic acid T=100°C; P=760.051 Torr; 12 h;

5-(2-hydroxyethyl)-4-methyl-3-(phenylmethyl)thiazolium chloride; triethylamine in ethanol T=80°C; 15 h;

1: 65 percent / 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazoliumchloride, triethylamine / 15 h / 65 °C 2: 91 percent / 500 °C / 10 Torr 3: 63 percent / 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazoliumchloride, triethylamine / ethanol / 15 h / 80 °C 4: 79 percent / xylene / 500 °C / 10 Torr 5: 73 percent / 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazoliumchloride, triethylamine / ethanol / 15 h / 80 °C View Scheme

1: 63 percent / 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazoliumchloride, triethylamine / ethanol / 15 h / 80 °C 2: 79 percent / xylene / 500 °C / 10 Torr 3: 73 percent / 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazoliumchloride, triethylamine / ethanol / 15 h / 80 °C View Scheme

1: 91 percent / 500 °C / 10 Torr 2: 63 percent / 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazoliumchloride, triethylamine / ethanol / 15 h / 80 °C 3: 79 percent / xylene / 500 °C / 10 Torr 4: 73 percent / 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazoliumchloride, triethylamine / ethanol / 15 h / 80 °C View Scheme

1: 79 percent / xylene / 500 °C / 10 Torr 2: 73 percent / 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazoliumchloride, triethylamine / ethanol / 15 h / 80 °C View Scheme

5-(2-hydroxyethyl)-4-methyl-3-(phenylmethyl)thiazolium chloride; triethylamine in N,N-dimethyl-formamide