Chemical Properties
off-white to light beige crystalline powder
Uses
Reagent for cobalt and nickel; identification and separation of carboxylic, sulfinic, and sulfonic acid.
General Description
S-benzylisothiourea analogs (2-benzyl-2-thiopseudourea hydrochloride), as small-molecule inhibitors of indoleamine-2,3-dioxygenase, has been studied.
Safety Profile
Poison by ingestion,intraperitoneal, subcutaneous, and intravenous routes.When heated to decomposition it emits very toxic fumesof HCl, SOx, and NOx.
Synthesis
GENERAL METHOD: Benzyl chloride (3 mmol) was dissolved with thiourea (3 mmol) in anhydrous ethanol (2 mL) and the reaction was refluxed at 95°C for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature and stirring was continued for 12 hours. The resulting precipitate was collected by filtration and washed with cold anhydrous ethanol to give the final S-benzylthiourea hydrochloride.
Purification Methods
Crystallise the chloride from 0.2M HCl (2mL/g) or EtOH and it dry in air. [Beilstein 6 III 1600.]
References
[1] Analytical Chemistry, 1987, vol. 59, # 4, p. 562 - 567
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 8, p. 2426 - 2431
[3] Journal of Pharmaceutical Sciences, 1984, vol. 73, # 3, p. 374 - 377
[4] European Journal of Organic Chemistry, 2002, # 7, p. 1163 - 1174
[5] Chemische Berichte, 1879, vol. 12, p. 575
