The origin of a common compound about 1-(Hydroxymethyl)benzotriazole

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28539-02-8, its application will become more common.

Synthetic Route of 28539-02-8 ,Some common heterocyclic compound, 28539-02-8, molecular formula is C7H7N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To 1-hydroxymethylbenzotriazole (10.3 g, 69.1 mmol) in toluene (180 mL) was added tert-butyl carbamate (8.1 g, 69.1 mmol) and p-TsOH (26.3 mg, 0.138 mmol) and the solution was refluxed overnight using a Dean-Stark apparatus. The solvent was evaporated and the crude product was recrystallized with toluene to give tert-butyl [(1H-benzo[d][1,2,3]triazol-1-yl)methyl]carbamate (11) (10.9 g, 64%) as a white solid. IR (ATR): 1684, 1643, 1614, 1528 cm-1. 1H NMR (500 MHz, DMSO-d6): delta = 8.40 (m, 1H), 8.03 (d, J = 8.4 Hz, 1H), 7.95 (d, J = 8.4 Hz, 1H), 7.40 (m, 1H), 7.56 (m, 1H), 5.88 (d, J = 6.5 Hz, 2 H), 1.36 (s, 9 H). 13C NMR (125 MHz, DMSO-d6): delta = 155.4, 145.4, 132.1, 127.3, 124.1, 119.0, 111.1, 79.2, 53.3, 27.9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28539-02-8, its application will become more common.

Reference:
Article; Delong, Mitchell A.; Sturdivant, Jill M.; Synthesis; vol. 51; 4; (2019); p. 953 – 959;,
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