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6-(Chloromethyl)uracil

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Products Intro: Product Name:6-(Chloromethyl)uracil
CAS:18592-13-7
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CAS:18592-13-7
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Products Intro: Product Name:6-(Chloromethyl)uracil
CAS:18592-13-7
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6-(Chloromethyl)uracil manufacturers

  • 6-Chloromethyluracil
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  • 2025-08-29
  • CAS:18592-13-7
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6-(Chloromethyl)uracil Basic information
Product Name:6-(Chloromethyl)uracil
Synonyms:6-Chloromethyl-1H-pyrimidine-2,4-dione;6-(Chloromethyl)uracil,98%;6-(chloroMethyl)-1,2,3,4-tetrahydropyriMidine-2,4-dione;2,4(1H,3H)-PyriMidinedione, 6-(chloroMethyl)-;Uracil, 6-(chloroMethyl)- (8CI);6-ChloroMethyluracil, 98.0%(T);3h)-pyrimidinedione,6-(chloromethyl)-4(1h;TIMTEC-BB SBB003961
CAS:18592-13-7
MF:C5H5ClN2O2
MW:160.56
EINECS:242-431-9
Product Categories:Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrimidines;PyrimidinesHeterocyclic Building Blocks;18592-13-7
Mol File:18592-13-7.mol
6-(Chloromethyl)uracil Structure
6-(Chloromethyl)uracil Chemical Properties
Melting point 257 °C (dec.)(lit.)
density 1.393±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility almost transparency in N,N-DMF
pka7.91±0.10(Predicted)
form powder to crystal
color White to Light yellow
InChIInChI=1S/C5H5ClN2O2/c6-2-3-1-4(9)8-5(10)7-3/h1H,2H2,(H2,7,8,9,10)
InChIKeyVCFXBAPEXBTNEA-UHFFFAOYSA-N
SMILESC1(=O)NC(CCl)=CC(=O)N1
CAS DataBase Reference18592-13-7(CAS DataBase Reference)
EPA Substance Registry System2,4(1H,3H)-Pyrimidinedione, 6-(chloromethyl)- (18592-13-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
Hazard Note Irritant
TSCA TSCA listed
HS Code 29335990
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
6-(Chloromethyl)uracil Usage And Synthesis
Uses6-(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
6-(HYDROXYMETHYL)URACIL

22126-44-9

6-(Chloromethyl)uracil

18592-13-7

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
Tag:6-(Chloromethyl)uracil(18592-13-7) Related Product Information
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