3-Methylthymine

Base Information

• Chemical Name: 3-Methylthymine
• CAS No.: 4160-77-4
• Molecular Formula: C6H8N2O2
• Molecular Weight: 140.1399
• Hs Code.: 2933599090
• NSC Number: 750725
• UNII: SS2K4WB6YL
• DSSTox Substance ID: DTXSID90194427
• Nikkaji Number: J380.404F
• Wikidata: Q27144890
• Mol file: 4160-77-4.mol

Synonyms:3-methylthymine

Chemical Property of 3-Methylthymine

Chemical Property:

• Melting Point: 202-205 °C
• Refractive Index: 1.499
• PKA: 10.69±0.10(Predicted)
• PSA: 54.86000
• Density: 1.189 g/cm³
• LogP: -0.61800
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

3,5-DIMETHYL URACIL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CNC(=O)N(C1=O)C

Technology Process of 3-Methylthymine

There total 14 articles about 3-Methylthymine 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: 96.0%

3,5-dimethyl-2-methoxy-4-pyrimidinone (27460-05-5) → 3-methylthymine (4160-77-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 60 ℃; for 2h;

DOI:10.1016/S0040-4020(99)00736-X

Reference yield: 93.0%

1,6-dihydro-1,5-dimethyl-2-(methylthio)-6-oxopyrimidine (84941-50-4) → 3-methylthymine (4160-77-4)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 8h;

DOI:10.1002/chem.200600074

Reference yield: 62.0%

thymin (65-71-4,28806-14-6,691841-57-3) + methyl iodide (74-88-4) → 3-methylthymine (4160-77-4)

Guidance literature:

thymin; With acetic anhydride; Reflux; Inert atmosphere;

With sodium hydride; In acetonitrile; at 20 ℃; for 1h; Inert atmosphere;

methyl iodide; In acetonitrile; at 70 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201601475

upstream raw materials:

1,5-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carboxylic acid

diazomethane

l-Acetyl-5-methyluracil

(Z)-2-Methyl-3-(3-methyl-ureido)-acrylic acid methyl ester

Downstream raw materials:

C₁₉H₁₈N₂O₃

Refernces

• 1、 Breeger, Sascha,Von Meltzer, Martin,Hennecke, Ulrich,Carell, Thomas. "Investigation of the pathways of excess electron transfer in DNA with flavin-donor and oxetane-acceptor modified DNA hairpins". . p. 6469 - 6477. Retrieved 2008/09/16.
• 2、 Gambacorta, Augusto,Farah, Mohamed Elmi,Tofani, Daniela. "HSAB driven chemoselectivity in alkylation of uracil derivatives. A high yielding preparation of 3-alkylated and unsymmetrically 1,3-dialkylated uracils". . p. 12615 - 12628. Retrieved 2007/10/03.