2,4,6(1H,3H,5H)-Pyrimidinetrione,1-phenyl- synthesis
- Product Name:2,4,6(1H,3H,5H)-Pyrimidinetrione,1-phenyl-
- CAS Number:15018-50-5
- Molecular formula:C10H8N2O3
- Molecular Weight:204.18
Yield:15018-50-5 76%
Reaction Conditions:
with ethanol;sodium at 20;Reflux;
Steps:
7.3 General procedure for preparation of 1-substitutedphenylpyrimidine-2,4,6-triones (26a-26h)
General procedure: Sodium (7.4g, 0.32mol) was added into anhydrous EtOH (300mL) in batches in an ice bath. After disappearance of the solid sodium in anhydrous EtOH, an appropriate substituted phenylurea (0.16mol) and dimethyl malonate (20.2g, 0.19mol) was added slowly at room temperature and stirred for 0.5h. The reaction mixture then was stirred at reflux for 8-12h and monitored by TLC. The solvent was concentrated in a vacuum and the residue was resolved with water (400mL), acidified with hydrochloric acid to pH 2, and stirred for 0.5h. The precipitated was collected by filtration and dried to give the corresponding 4-substitutedphenylpyrimidine-2,4,6-triones at moderate yield.
References:
Tang, Qidong;Zhang, Guogang;Du, Xinming;Zhu, Wufu;Li, Ruijuan;Lin, Huafang;Li, Pengcheng;Cheng, Maosheng;Gong, Ping;Zhao, Yanfang [Bioorganic and Medicinal Chemistry,2014,vol. 22,# 4,p. 1236 - 1249]
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