Uses
6-(Chloromethyl)uracil is an alkali-resistant protein adsorbent, suitable for medical procedures. it is also used in the synthesis of chlorophenyl hydroxypiperidine analogs having anti-amylatic activity.
Synthesis
In a 250 mL three-necked flask, 6-(hydroxymethyl)uracil (11.5 g, 0.081 mol) was added, followed by 115 mL of dichloromethane, thionyl chloride (17.6 mL, 0.24 mol) and a catalytic amount of N,N-dimethylformamide in sequence. The reaction mixture was heated to reflux temperature and stirred continuously for 2 hours. After completion of the reaction, it was cooled to room temperature, the solid product was collected by filtration, washed with dichloromethane and dried to give 6-(chloromethyl)uracil (11.8 g, 90.8% yield).
References
[1] European Journal of Medicinal Chemistry, 2013, vol. 70, p. 400 - 410
[2] Nucleosides, Nucleotides and Nucleic Acids, 2005, vol. 24, # 5-7, p. 367 - 373
[3] Patent: CN106831607, 2017, A. Location in patent: Paragraph 0049
[4] Patent: CN106892902, 2017, A. Location in patent: Paragraph 0099; 0100; 0101; 0102
