1,3,6-Trimethyluracil

Base Information

• Chemical Name: 1,3,6-Trimethyluracil
• CAS No.: 13509-52-9
• Molecular Formula: C7H10 N2 O2
• Molecular Weight: 154.169
• Hs Code.: 2933599090
• European Community (EC) Number: 236-838-0
• DSSTox Substance ID: DTXSID00159249
• Nikkaji Number: J4.512H
• Wikidata: Q72514398
• Mol file: 13509-52-9.mol

Synonyms:1,3,6-trimethyluracil

Chemical Property of 1,3,6-Trimethyluracil

Chemical Property:

• Vapor Pressure: 0.104mmHg at 25°C
• Melting Point: 114-115℃
• Boiling Point: 222.1°Cat760mmHg
• Flash Point: 87.8°C
• PSA: 44.00000
• Density: 1.16g/cm³
• LogP: -0.60760
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 154.074227566
• Heavy Atom Count: 11
• Complexity: 245

Purity/Quality:

99.3% ^*data from raw suppliers

1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)N(C(=O)N1C)C

Technology Process of 1,3,6-Trimethyluracil

There total 42 articles about 1,3,6-Trimethyluracil 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: 98.0%

6-Methyluracil (626-48-2) + dimethyl sulfate (77-78-1) → 1,3,6-trimethyluracil (13509-52-9)

Guidance literature:

With sodium hydroxide; In water; at 25 ℃; for 72h;

DOI:10.1021/jm200505e

Reference yield: 98.0%

1,3-dimethyluracil-6-(α-acetylacetic acid ethyl ester) (110104-17-1) → 1,3,6-trimethyluracil (13509-52-9)

Guidance literature:

With hydrogen bromide; for 1h; Reflux;

DOI:10.3390/molecules17066547

Reference yield: 92.0%

(4,6-diaza-4,6-dimethyl-3,5-dioxocyclohex-1-enyl)dimethyloxosulfonium methanide (247219-91-6) → 1,3,6-trimethyluracil (13509-52-9)

Guidance literature:

With nickel; In ethanol; water; at 20 ℃; for 0.5h;

DOI:10.1021/jo981906e

upstream raw materials:

diazomethane

6-Methyluracil

dimethyl sulfate

methyl iodide

Downstream raw materials:

1,3-dimethyl-6-phenacyl-1H-pyrimidine-2,4-dione

5-bromo-1,3,6-trimethylpyrimidine-2,4(1 H,3H)-dione

1,3,6-trimethyl-5-nitrouracil

5-(4-Bromo-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)-1,3,6-trimethyl-1H-pyrimidine-2,4-dione

Refernces

• 1、 Reznik et al.. "-". . . Retrieved 1968.
• 2、 Battistini, Lucia,Curti, Claudio,Lombardo, Marco,Pelosi, Giorgio,Pinna, Luigi,Rassu, Gloria,Sartori, Andrea,Zambrano, Vincenzo,Zanardi, Franca. "Unlocking Access to Enantiopure Fused Uracils by Chemodivergent [4+2] Cross-Cycloadditions: DFT-Supported Homo-Synergistic Organocatalytic Approach". . p. 20055 - 20064. Retrieved 2020.
• 3、 Saladino, Raffaele,Danti, Maria Chiara,Mincione, Enrico,Crestini, Claudia,Palamara, Anna Teresa,Savini, Patrizia,Marini, Stefano,Botta, Maurizio. "A potent and selective inhibition of parainfluenza 1 (Sendai) virus by new 6-oxiranyl-, 6-methyloxiranyluracils, and 4(3H)-pyrimidinone derivatives". . p. 1833 - 1838. Retrieved 1998.
• 4、 Tada, Masaru,Uetake, Tomohiro,Hanaoka, Yoshinobu. "Effect of a cobalt(II) complex on the radical reaction of vinyl type sulfides. A 'radico-catalysis'". . p. 75 - 76. Retrieved 1999.
• 5、 Lee, Chia-Hsin,Wu, Wen-Chun,Dangate, Prasad S.,Shen, Li-Ching,Chung, Wen-Sheng,Sun, Chung-Ming. "Skeletally Diverse Synthesis of Innovative [2,1-c]-1,4-Oxazepine and [1,4]-Quinoxaline Systems". . p. 623 - 630. Retrieved 2015.
• 6、 Chernikova,Spirikhin,Abdullin,Yunusov. "Reaction of Halogenated Uracils with KI". . p. 1140 - 1143. Retrieved 2017/11/27.