1,3-Dimethyluracil

Base Information

• Chemical Name: 1,3-Dimethyluracil
• CAS No.: 874-14-6
• Molecular Formula: C6H8N2O2
• Molecular Weight: 140.142
• Hs Code.: 29335990
• European Community (EC) Number: 212-856-4
• NSC Number: 401858
• UNII: BN3V9WZ8FN
• DSSTox Substance ID: DTXSID0061244
• Nikkaji Number: J146.298I
• Wikidata: Q27144888
• Metabolomics Workbench ID: 38042
• ChEMBL ID: CHEMBL11470
• Mol file: 874-14-6.mol

Synonyms:1,3-dimethylpyrimidine-2,4-dione;2,4 (1H,3H)-Pyrimidinedione, 1, 3-dimethyl-;Uracil, 1,3-dimethyl-;2,4(1H,3H)-Pyrimidinedione, 1,3-dimethyl-;N,N-Dimethyluracil;Uracil, 1,3-dimethyl- (8CI);N1,N3-Dimethyluracil;1,3-Dimethyl Uracil;1,3-Dimethyl-uracil;

Chemical Property of 1,3-Dimethyluracil

Chemical Property:

• Appearance/Colour: white to light yellow needles
• Vapor Pressure: 0.214mmHg at 25°C
• Melting Point: 119-122 °C(lit.)
• Refractive Index: 1.519
• Boiling Point: 208.4 °C at 760 mmHg
• PKA: -2.04±0.20(Predicted)
• Flash Point: 84.3 °C
• PSA: 44.00000
• Density: 1.22 g/cm³
• LogP: -0.91600
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: almost transparency
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 210

Purity/Quality:

99.9% ^*data from raw suppliers

1,3-Dimethyluracil 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 22-24/25-39-26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C=CC(=O)N(C1=O)C
• Uses: 1,3-Dimethyluracil is suitable reagent used to investigate the steady-state absorption and fluorescence spectra of uracil derivatives. It may be used in the preparation of 2,6-dihydroxynicotinamide.

Technology Process of 1,3-Dimethyluracil

There total 102 articles about 1,3-Dimethyluracil 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%

methyl bromide (74-83-9) + uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → 1,3-dimethyluracil (874-14-6,156398-76-4)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; at 40 ℃; for 3h;

Reference yield: 97.0%

uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) + dimethyl sulfate (77-78-1) → 1,3-dimethyluracil (874-14-6,156398-76-4)

Guidance literature:

With sodium hydroxide; for 1h; Heating;

Reference yield: 94.0%

(4aR*,4bS*,8aS*,8bR*)-1,3,6,8-tetramethylhexahydrocyclobuta[1,2-d:4,3-d']dipyrimidine-2,4,5,7(3H,6H)-tetraone (17237-74-0,17237-75-1,17237-76-2,17237-77-3) → 1,3-dimethyluracil (874-14-6,156398-76-4)

Guidance literature:

With trifluorormethanesulfonic acid; riboflavine tetraacetate; In acetonitrile; for 0.166667h; Reagent/catalyst; Irradiation; Schlenk technique;

DOI:10.1021/acs.orglett.6b01743

upstream raw materials:

diazomethane

uracil

2,4-dimethoxypyrimidine

1,3-Dimethyl-6-chlorouracil

Downstream raw materials:

1,3-dimethyl-5-<(E)-2-phenylethenyl>uracil

N'-benzoylbenzohydrazide

1,3-dimethyl-5-benzoylpyrimidine-2,4(1H,3H)-dione

5-(2-Chlorbenzoyl)-1,3-dimethyluracil-(2-chlorbenzoyl)hydrazon

Refernces

• 1、 Wong, Amy,Vikse, Krista,Wu, Weiming. "Decarboxylation of orotic acid analogues: Comparison of solution and gas-phase reactivity". supporting information. . Retrieved 2020/08/06.
• 2、 Noikham, Medena,Yotphan, Sirilata. "Copper-Catalyzed Regioselective Direct C–H Thiolation and Thiocyanation of Uracils". supporting information. p. 2759 - 2766. Retrieved 2019/04/08.