16632-21-6

基本信息
5-硝基-6-甲基尿嘧啶
5-硝基-6-甲基脲嘧啶
2,4-DIHYDROXY-6-METHYL-5-NITROPYRIMIDINE
5-NITRO-6-METHYLURACIL
6-METHYL-5-NITROPYRIMIDINE-2,4-DIOL
6-metyl-5-nitrouracil
6-methyl-5-nitrouracil
6-Methyl-5-Nitrouracil 5-Nitro-6-Methyluracil
5-NITRO-6-METHYLURACIL5 6-METHYL-5-NITROPYRIMIDINE-2,4-DIOL 2,4-DIHYDROXY-6-METHYL-5-NITROPYRIMIDINE
6-Methyl-5-nitro-1H-pyrimidine-2,4-dione
2,4-Dihydroxy-6-methyl-5-Nitro
2,4(1H,3H)-Pyrimidinedione, 6-methyl-5-nitro-
6-Methyl-5-nitropyrimidine-2,4-dione
物理化學性質(zhì)
制備方法

626-48-2

16632-21-6
以6-甲基尿嘧啶為原料合成2,4-二羥基-6-甲基-5-硝基嘧啶的一般步驟如下:該程序改編自《Journal of Medicinal Chemistry》。將6-甲基嘧啶-2,4(1H,3H)-二酮(7.0g,55.56mmol)緩慢加入冰冷卻的濃硫酸(26mL)中,控制加入速度以保持反應(yīng)體系內(nèi)部溫度不超過40℃。隨后,在溫度低于15℃的條件下,向反應(yīng)混合物中緩慢滴加發(fā)煙硝酸(5.2mL)。滴加完成后,移除冷卻浴,將反應(yīng)混合物在室溫下攪拌30分鐘。將反應(yīng)液小心倒入100mL碎冰中,攪拌10分鐘后,收集析出的固體產(chǎn)物。用冷水洗滌固體,然后在五氧化二磷存在下進行真空干燥。最終得到6-甲基-5-硝基嘧啶-2,4(1H,3H)-二酮的黃綠色固體(7.92g,收率83%)。
參考文獻:
[1] Journal of Chemical Research, Miniprint, 1989, # 9, p. 2086 - 2097
[2] Patent: WO2009/62258, 2009, A1. Location in patent: Page/Page column 97-98
[3] Synthetic Communications, 2007, vol. 37, # 14, p. 2421 - 2431
[4] ChemMedChem, 2018, vol. 13, # 2, p. 178 - 185
[5] Patent: CN105906621, 2016, A. Location in patent: Paragraph 0030