N-(6-BroMo-2-pyridyl)thiourea, 97% synthesis

Yield:439578-83-3 93%

Reaction Conditions:

with water;sodium hydroxide in methanol;acetone at 25 - 65;

Steps:

42.2

4.933 g (14.67 mmol) N-{[(6-bromopyridin-2-yl)amino]carbonothioyl}benzamide was suspended in 40 mL methanol and additionally combined with 7 mL acetone. After addition of 1 N sodium hydroxide solution (40.0 mmol) the reaction mixture became completely clear with a light brown color. The mixture was heated for 40 min at 65° C. (oil bath temperature) and then stirred for 1 hr at room temperature. A solid crystallized out. The organic solvent was removed under vacuum, and after cooling on an ice bath the solid was filtered off and washed with water. The solid was dried over phosphorus pentoxide in a dessicator under high vacuum (4×10 mbar). The desired product N-(6-bromopyridin-2-yl)thiourea was obtained in the form of colorless needles in a yield of 3.158 g (13.61 mmol, 93%).ESI-MS [M+H⁺]=231.95/233.9 Calculated for C₆H₆BrN₃S=232.10

References:

US2010/184787,2010,A1 Location in patent:Page/Page column 53