6-Chloro-3-methyluracil

Base Information

• Chemical Name: 6-Chloro-3-methyluracil
• CAS No.: 4318-56-3
• Molecular Formula: C5H5ClN2O2
• Molecular Weight: 160.56
• Hs Code.: 29335990
• European Community (EC) Number: 610-113-2
• NSC Number: 55976
• UNII: AYQ4JL346J
• DSSTox Substance ID: DTXSID00195763
• Nikkaji Number: J348.053D
• Wikidata: Q72455547
• ChEMBL ID: CHEMBL1556752
• Mol file: 4318-56-3.mol

Synonyms:6-Chloro-3-methyluracil;4318-56-3;6-chloro-3-methylpyrimidine-2,4(1H,3H)-dione;3-Methyl-6-chlorouracil;6-chloro-3-methyl-1H-pyrimidine-2,4-dione;2,4(1H,3H)-Pyrimidinedione, 6-chloro-3-methyl-;6-CHLORO-2-HYDROXY-3-METHYL-3,4-DIHYDROPYRIMIDIN-4-ONE;AYQ4JL346J;6-chloro-3-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione;6-Chloro-3-methyl-2,4(1H,3H)-pyrimidinedione;MFCD01074837;NSC 55976;NSC-55976;6-Chloro-3-methylpyrimidine-2,4[1H,3H]-dione;3-Methyl-6-chlorouraci;NSC55976;6-Chloro-3-methyl uracil;UNII-AYQ4JL346J;MLS000723901;SCHEMBL220198;Uracil, 6-chloro-3-methyl-;CHEMBL1556752;SCHEMBL21653786;DTXSID00195763;CHEBI:189258;HMS2629J15;BCP27871;6-Chloro-3-methyluracil, >=98%;GEO-00748;STK177274;AKOS000264936;AC-8826;CS-W020095;MS-1869;SB37175;NCGC00245854-01;SMR000305496;SY002003;AM20100138;C2300;FT-0621044;EN300-189212;F11245;6-chloro-2-hydroxy-3-methylpyrimidin-4(3H)-one;AB-323/25048121;6-Chloro-3-methyl-2,4(1H,3H)-pyrimidinedione #;W-202755;F8885-4682

Chemical Property of 6-Chloro-3-methyluracil

Chemical Property:

• Vapor Pressure: 0.00101mmHg at 25°C
• Melting Point: 278-280°C (dec.)
• Refractive Index: 1.58
• Boiling Point: 268.7 °C at 760 mmHg
• PKA: 7.16±0.40(Predicted)
• Flash Point: 116.3 °C
• PSA: 54.86000
• Density: 1.51 g/cm³
• LogP: -0.27300
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 160.0039551
• Heavy Atom Count: 10
• Complexity: 224

Purity/Quality:

99% up ^*data from raw suppliers

6-Chloro-3-methyluracil ^*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

Useful:

• Canonical SMILES: CN1C(=O)C=C(NC1=O)Cl
• Uses: 6-Chloro-3-methyluracil have been used in the synthesis of antibacterial agents as inhibitors of Helicobacter pylori glutamate racemase.

Technology Process of 6-Chloro-3-methyluracil

There total 8 articles about 6-Chloro-3-methyluracil 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: 85.3%

1-methyl-2,4,6(1H,3H,5H)-pyrimidinetrione sodium salt → 3-methyl-6-chlorouracil (4318-56-3)

Guidance literature:

With trichlorophosphate; In water; acetonitrile; at 8 - 80 ℃; for 2h; Temperature;

Reference yield: 81.0%

1-methyl-2,4,6-pyrimidinetrione (2565-47-1) → 3-methyl-6-chlorouracil (4318-56-3)

Guidance literature:

With water; trichlorophosphate; at 80 ℃; for 4h;

DOI:10.1002/jhet.1111

Reference yield: 80.0%

6-hydroxy-3-methylpyrimidine-2,4(1H,3H)-dione (882872-13-1) → 3-methyl-6-chlorouracil (4318-56-3)

Guidance literature:

With trichlorophosphate; In acetonitrile; at 120 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1016/j.tetlet.2010.09.044

upstream raw materials:

6-chloro-3-methyl-2-methylthio-4(3H)-pyrimidinone

6-hydroxy-3-methyl-2-methylthio-4(3H)-pyrimidinone

1-methyl-2,4,6-pyrimidinetrione

malonic acid

Downstream raw materials:

6-benzylamino-1-methyl-5-nitrosopyrimidine-2,4(1H,3H)-dione

8-Phenyl-1-methylxanthine

3-methyl-5-benzylideneamino-6-benzylidenehydrazinouracil

9-benylideneaminotheophylline

Refernces

• 1、 Daves et al.. "-". . p. 3905. Retrieved 1961.
• 2、 -. "A curved geleg sandbank preparation method". Paragraph 0050; 0052; 0054; 0066; 0068; 0070; 0082; 0084. . Retrieved 2019/04/04.
• 3、 -. "Preparation method of 6-chloro-3-methyluracil". Paragraph 0021; 0027; 0030-0033; 0036-0039; 0042-0045; 0048. . Retrieved 2019/01/08.