6-(Chloromethyl)uracil

Base Information

• Chemical Name: 6-(Chloromethyl)uracil
• CAS No.: 18592-13-7
• Molecular Formula: C5H5 Cl N2 O2
• Molecular Weight: 160.56
• Hs Code.: 29335990
• European Community (EC) Number: 242-431-9
• DSSTox Substance ID: DTXSID4066387
• Nikkaji Number: J208.250K
• Wikidata: Q72455542
• Mol file: 18592-13-7.mol

Synonyms:4-(chloromethyl)uracil;4-chloromethyluracil

Chemical Property of 6-(Chloromethyl)uracil

Chemical Property:

• Vapor Pressure: 2.23E-10mmHg at 25°C
• Melting Point: 257 ºC (dec.)
• Boiling Point: 493.9°C at 760 mmHg
• PKA: 7.91±0.10(Predicted)
• Flash Point: 252.5°C
• PSA: 65.72000
• Density: 1.393g/cm³
• LogP: -0.19800
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: almost transparency in N,N-DMF
• XLogP3: -0.7
• 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:

98%min ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC(=O)NC1=O)CCl
• 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.

Technology Process of 6-(Chloromethyl)uracil

There total 13 articles about 6-(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: 95.0%

6-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione (22126-44-9) → 6-chloromethyluracil (18592-13-7)

Guidance literature:

With thionyl chloride; Reflux;

DOI:10.1016/j.ejmech.2013.10.022

Reference yield: 90.0%

6-(chloromethyl)-6-hydroxy-2-(methylthio)-5,6-dihydropyrimidin-4(1H)-one → 6-chloromethyluracil (18592-13-7)

Guidance literature:

With sulfuric acid; In water; at 80 ℃; for 0.5h; Temperature; Inert atmosphere;

Reference yield: 87.3%

6-(chloromethyl)-5-iodopyrimidine-2,4(1H,3H)-dione (183205-42-7) → 6-chloromethyluracil (18592-13-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -80 - 20 ℃; for 3h; Inert atmosphere; Large scale;

upstream raw materials:

pyridine

4-chloroacetoacetyl chloride

urea

6-Chlormethyl-2-methylthio-pyrimidin-4(1H)-on

Downstream raw materials:

6-p-Tolyloxymethyl-1H-pyrimidine-2,4-dione

6-(4-Allyl-2-methoxy-phenoxymethyl)-1H-pyrimidine-2,4-dione

6-(3-Chloro-phenoxymethyl)-1H-pyrimidine-2,4-dione

6-(o-Chlorphenoxymethyl)-uracil

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