687636-93-7
687636-93-7 结构式
基本信息
2-BROMO-5-HYDROXYMETHYLTHIAZOLE
2-BROMOTHIAZOLE-5-METHANOL
RARECHEM AL BD 1435
2-Bromo-5-hydromethylthiazole
(2-Bromo-1,3-thiazol-5-yl)methanol 97%
2-Bromo-5-(hydroxymethyl)-1,3-thiazole
物理化学性质
制备方法
464192-28-7
687636-93-7
以2-溴-5-醛基噻唑为原料合成2-溴噻唑-5-甲醇的一般步骤:将2-溴噻唑-5-甲醛(3.00g,15.62mmol)与甲醇(50mL)混合。在氮气保护下,将混合物冷却至0℃,并分批加入硼氢化钠(0.591g,15.62mmol)。保持该温度下搅拌反应2小时。随后,将反应体系缓慢升温至室温,并继续搅拌2小时。反应完成后,减压浓缩除去溶剂。向残余物中加入饱和氯化铵水溶液,先用1M盐酸水溶液调节pH至约6,再用1M氢氧化钠水溶液调节pH至约10。用乙酸乙酯萃取混合物,有机层依次用饱和食盐水洗涤,无水硫酸钠干燥,过滤后减压浓缩。所得残余物通过硅胶柱层析纯化,以乙酸乙酯/己烷(10%至25%)梯度洗脱,得到2-溴噻唑-5-甲醇,为浅黄色油状物。质谱(DCI+)m/z 194,196(M+H)+。
参考文献:
[1] Patent: WO2012/87833, 2012, A1. Location in patent: Page/Page column 125-126
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 25, p. 6303 - 6306
[3] Patent: WO2004/37818, 2004, A1. Location in patent: Page 69 - 70
[4] Patent: WO2007/75749, 2007, A2. Location in patent: Page/Page column 25; 37-39
[5] Patent: WO2009/77990, 2009, A1. Location in patent: Page/Page column 92
