5-(CHLOROMETHYL)URACIL

Base Information

• Chemical Name: 5-(CHLOROMETHYL)URACIL
• CAS No.: 3590-48-5
• Molecular Formula: C5H5ClN2O2
• Molecular Weight: 160.56
• Hs Code.: 2933599090
• European Community (EC) Number: 622-253-1
• NSC Number: 667749,38188
• DSSTox Substance ID: DTXSID20284663
• Wikidata: Q82019720
• Mol file: 3590-48-5.mol

Synonyms:Uracil,5-(chloromethyl)- (6CI,7CI,8CI);5-Chloromethyluracil;NSC 38188;NSC 667749;

Chemical Property of 5-(CHLOROMETHYL)URACIL

Chemical Property:

• Melting Point: >350 °C(lit.)
• Refractive Index: 1.511
• PSA: 65.72000
• Density: 1.393 g/cm³
• LogP: -0.19800
• Storage Temp.: 2-8°C
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.0039551
• Heavy Atom Count: 10
• Complexity: 212

Purity/Quality:

99.0% ^*data from raw suppliers

5-(Chloromethyl)uracil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=O)N1)CCl

Technology Process of 5-(CHLOROMETHYL)URACIL

There total 4 articles about 5-(CHLOROMETHYL)URACIL which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

5-hydroxymethyl uracil (4433-40-3) → 5-chloromethyluracil (3590-48-5)

Guidance literature:

With thionyl chloride; In 1,4-dioxane; for 4h; Heating / reflux;

Reference yield: 78.0%

C26H24N6O7S → 5-chloromethyluracil (3590-48-5) + C21H20N4O5S

Guidance literature:

With lithium chloride; In dimethyl sulfoxide; at 100 ℃; for 2h;

DOI:10.1039/c5cc03312h

Reference yield:

→ 5-chloromethyluracil (3590-48-5)

Guidance literature:

Uracil, Formalin/conc. wss. HCl;

upstream raw materials:

5-hydroxymethyl uracil

Downstream raw materials:

5,10-bis(uracil-5-ylmethyl)tetrahydropteroylglutamic acid

5-<(1-phenyl-5-thioxo-2-tetrazolin-4-yl)methyl>uracil

5-<<(1-phenyl-1,2,3,4-tetrazol-5-yl)thio>methyl>uracil

5-hydroxymethyl uracil

Refernces

• 1、 Nam, Jaehyuk,Jung, Yongseok,Jang, Woo-Dong. "Uracil-bearing poly(2-isopropyl-2-oxazoline): Hg(II)-selective control of its thermoresponsiveness". . p. 11169 - 11172. Retrieved 2017.
• 2、 Singh, Palwinder,Kumar, Arun,Kaur, Sukhmeet,Singh, Amrinder. "Thymidylate synthase inspired biomodel reagent for the conversion of uracil to thymine". supporting information. p. 9961 - 9964. Retrieved 2015/06/22.