1193-21-1Relevant articles and documents
The efficient one-step chlorination of methylsulfanyl group on pyrimidine ring system with sulfuryl chloride
Ham, Young Jin,Lee, Duck-Hyung,Choi, Hwan Geun,Hah, Jung-Mi,Sim, Taebo
, p. 4609 - 4611 (2010)
A facile one-step transformation of methylsulfanyl and arylsulfanyl groups on pyrimidine ring system into the corresponding chloride group was achieved using sulfuryl chloride in acetonitrile/dichloromethane.
4,6-dichloropyrimidine preparation method
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Paragraph 0044; 0046; 0047; 0048; 0050; 0051; 0052; 0054, (2020/02/14)
The invention discloses a 4,6-dichloropyrimidine preparation method, which comprises: carrying out a cyclization reaction on a compound represented by a formula I and malononitrile in a sodium alcoholate system, evaporating to remove the alcohol after the cyclization reaction, adding water to dissolve, regulating the pH value with an acid, and carrying out cooling crystallization to obtain a compound represented by a formula II, wherein in the compound represented by a formula I, X is HCl, HNO3, H2SO4 or acetic acid; and adding hydrochloric acid and sodium nitrite into the compound representedby the formula II, carrying out a diazotization reaction, carrying out a Sandmeyer reaction under catalysis, extracting with a polar solvent after the reaction, and distilling to obtain a compound represented by a formula III, ie., 4,6-dichloropyrimidine.
Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis
Wang, Jian,Li, Yan-Hui,Pan, Song-Cheng,Li, Ming-Fang,Du, Wenting,Yin, Hong,Li, Jing-Hua
supporting information, p. 146 - 153 (2020/03/10)
The chlorination of hydroxy aza-arenes with bis(trichloromethyl) carbonate (BTC) and SOCl2 has been effectively performed by refluxing with 5 wt % 4-dimethylaminopyridine (DMAP) as a catalyst. Various substrates are chlorinated with high yields. The obtained chlorinated aza-arenes can be used directly with simple workup for succedent one-pot synthesis on a large scale.
Design, synthesis, and anticancer evaluation of acetamide and hydrazine analogues of pyrimidine
Chashoo, Gousia,Khazir, Jabeena,Maqbool, Tariq,Mir, Bilal Ahmad,Pilcher, Lynne,Riley, Darren
, (2020/02/05)
A library of acetamide and hydrazine analogues were generated on the pyrimidine ring through a multistep reaction starting from 5-nitro-pyrimidine-4,6-diol and pyrimidine-4,6-diol, respectively. The synthesized analogues were screened for in vitro cytotoxic activity against various human cancer cell lines like HCT-1 and HT-15 (colon), MCF-7(breast), PC-3 (prostrate), SF268 (CNS) using MTT method. From the bioassay results, it was observed that even though many of the synthesized derivatives exhibited a good potency against various screened cancer cell lines, compound 14a from the acetamide series was found to show potent anticancer activity on all the tested cancer cell lines with IC50 value of 0.36μM on CNS cell line and 1.6μM on HT-21 cell line, and compound 19xxi from hydrazine series of pyrimidine showed potent activity against three tested cancer cell lines with IC50 value of 0.76μM on HT-29 cell line, 2.6μM on HCT-15, and 3.2μM on MCF-7 cell line.