5-METHOXY-2-METHYL-3-(3-SULFOPROPYL)BENZOTHIAZOLIUM INNER SALT synthesis

Yield:63149-01-9 84%

Reaction Conditions:

in toluene;Reflux;

Steps:

2.2 Synthesis of 3-(2-methyl-5-methoxybenzothiazole) propane-1-sulfonate

The synthetic route of 3-(2-methyl-5-methoxybenzothiazole) propane-1-sulfonate is shown in Scheme 1 . A 250mL circular bottom flask was taken and 2-methyl-5-methoxybenzothiazole (0.90g, 0.005mol) was measured and dissolved in toluene (20mL). After stirring for 30min, 1, 3-propanolactone (1.00g, 0.008mmol) was added. The reaction mixture was refluxed overnight. The precipitate produced was filtered at room temperature and washed with acetone and ethyl acetate and eventually dried to yield the white powder (84%), namely intermediate. ¹H NMR (400MHz, DMSO-d₆) δ 8.25 (d, J=9.0Hz, 1H), 8.12 (s, 1H), 7.39 (d, J=6.8Hz, 1H), 4.92 (t, J=8.2Hz, 2H), 3.96 (s, 3H), 3.16 (s, 3H), 2.63 (t, J=6.2Hz, 2H), 2.22-2.09 (m, 2H).

References:

Huang, Minyan;Li, Zhongyu;Xu, Song;Zhang, Yuzhe;Zheng, Xudong;Zhou, Jintao [Inorganic Chemistry Communications,2020,vol. 117]