26305-13-5

Basic information

• Product Name: 5,6-DIMETHYLURACIL
• Synonyms: 5,6-DIMETHYL-2,4-PYRIMIDINEDIOL;5,6-DIMETHYLURACIL;diMethylpyriMidine-2,4-diol;2,4-DIHYDROXY-5,6-DIMETHYLPYRIMIDINE;3h)-pyrimidinedione,5,6-dimethyl-4(1h;5,6-dimethyl-2,4(1h,3h)-pyrimidinedione;5,6-dimethyl-uraci;6-methylthymine
• CAS NO: 26305-13-5
• Molecular Formula: C₆H₈N₂O₂
• Molecular Weight: 140.14
• EINECS: 247-601-6
• Product Categories: Heterocycle-Pyrimidine series;PYRIMIDINE
• Mol File: 26305-13-5.mol

Chemical Properties

• Melting Point: 297-300 °C (dec.)(lit.)
• Boiling Point: 256.63°C (rough estimate)
• Flash Point: 24/25
• Appearance: white to almost white crystalline powder
• Density: 1.160
• Vapor Pressure: 2.88E-07mmHg at 25°C
• Refractive Index: 1.5065 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 10.01±0.10(Predicted)
• Water Solubility: almost transparency in hot Water
• CAS DataBase Reference: 5,6-DIMETHYLURACIL(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-DIMETHYLURACIL(26305-13-5)
• EPA Substance Registry System: 5,6-DIMETHYLURACIL(26305-13-5)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: YQ9750000
• Hazardous Substances Data: 26305-13-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
5,6-DIMETHYLURACIL is used as a starting reagent for the synthesis of mono and polyatomic titanium derivatives. Its unique chemical structure allows for the creation of a wide range of compounds with diverse applications.
Used in Pharmaceutical Industry:
5,6-DIMETHYLURACIL is used as a starting reagent in the synthesis of 2-(4-fluorobenzoyl) substituted pyrimidine derivatives. These derivatives have potential applications in the development of new pharmaceuticals, particularly in the treatment of various diseases and medical conditions.

InChI:InChI=1/C6H8N2O2/c1-3-4(2)7-6(10)8-5(3)9/h1-2H3,(H2,7,8,9,10)

Upstream product

• 28456-54-4 5,6-dimethyl-2-thiouracil 
• 101251-29-0 2-ethylmercapto-5,6-dimethyl-3H-pyrimidin-4-one 
• 500115-75-3 5-acetoxymethyl-6-methyl-1H-pyrimidine-2,4-dione 
• 55996-08-2 5,6-dimethyl-2-methoxy-4(3H)-pyrimidinone 
• 138395-56-9 1,3-dibenzyl-5,6-dimethyl-1H-pyrimidine-2,4-dione 
• 179806-23-6 2,4-Bis-methanesulfonyl-5,6-dimethyl-pyrimidine 
• 420-05-3 cyanic acid 
• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 626-48-2 6-Methyluracil 
• 57-13-6 urea 

Downstream Products

• 59264-09-4 1,3,5,6-tetramethyluracil 
• 138395-56-9 1,3-dibenzyl-5,6-dimethyl-1H-pyrimidine-2,4-dione 
• 124443-49-8 1-acetyl-5-hydroxy-5-methylhydantoin 
• 10045-58-6 5-hydroxy-5-methylhydantoin 
• 1780-32-1 2,4-dichloro-5,6-dimethylpyrimidine 
• 591-07-1 acetylurea 
• 144-62-7 oxalic acid 
• 14161-00-3 5-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carbaldehyde 
• 186386-80-1 1-benzyl-5,6-dimethyluracil 
• 89532-98-9 6-(hydroxymethyl)-2,4-dihydroxy-5-methylpyrimidine 
• 430440-91-8 6-(chloromethyl)-2,4-dichloro-5-methylpyrimidine 
• 1311145-61-5 6-[3-hydroxy-2-(4-methoxytriphenylmethoxymethyl)propyl]-1-methoxymethyl-5-methylpyrimidin-2,4-dione 
• 1311145-64-8 C₄₉H₄₆N₂O₆ 
• 1311145-52-4 6-[(3-benzyloxy)-2-(benzyloxymethyl)propyl]-1,3-di(methoxymethyl)-5-methyl-pyrimidine-2,4-dione 

Relevant articles and documents

DIAMINOPYRIMIDINES USEFUL AS INHIBITORS OF THE HUMAN RESPIRATORY SYNCYTIAL VIRUS (RSV)

This disclosure relates to: (a) compounds and salts thereof that, inter alia, inhibit RSV infection and/or replication; (b) intermediates useful for the preparation of such compounds and salts; (c) compositions comprising such compounds and salts; (d) methods for preparing such intermediates, compounds, salts, and compositions; (e) methods of use of such compounds, salts, and compositions; and (f) kits comprising such compounds, salts, and compositions.

Synthesis of modified uracil and cytosine nucleobases using a microwave-assisted method

Modified nucleobases and nucleic acids have found many biological and pharmaceutical applications. Here we report a microwave-directed synthesis of a variety of modified uracil and cytosine nucleobases with high yields under solvent-free conditions. The reaction yields were further improved by addition of Lewis acid. The crystal structures of 5-isopropyl-6-methyluracil and 6-phenyluracil were also determined.

Solid-phase synthesis (SPS) of substituted uracils via Oxone cleavage methodology

An original and highly efficient Oxone cleavage methodology for the solid-phase synthesis of substituted uracils has been developed. An example of application of this methodology to the solid-phase synthesis of uridine derivatives is also reported.

New procedures for the synthesis of heterocyclic substituted and 2,4-difunctionalized pyrimidines

N-Tosyl-2-and -3-acetylpyrrols 1 or N-tosyl-2-pyrrolidone 5 were condensed with cyano compounds in the presence of triflic anhydride (Tf2O) to yield heteroarylpyrimidines. 2,4-Difunctionalized pyrimidines were obtained by reaction of the corresponding 2,4-bis(methylsulfonyl)pyrimidines with nucleophiles.

A useful methodology for the regioselective deprotection of 1,3-dibenzyluracils

A practical, regioselective N-1 deprotection of 1,3-dibenzyl uracils 2 a-e is described. The same experimental procedure and longer reaction time afforded the complete deprotection of the uracils.

6-ALKYL AND 5,6-DIALKYL-2-METHOXY-4(3H)-PYRIMIDINONES IN THE TRANSFORMATIONS OF PYRIMIDINES-2 SYNTHESIS AND CONVERSION INTO ALKYLURACILS AND 2-ALKOXY-4(3H)-PYRIMIDINONES

The synthesis of 6-alkyl and 5,6-dialkyl-2-methoxy-4(3H)-pyrimidinones 3 is described.Their versatility to be transformed into 6-alkyl and 5,6-dialkyluracils 4(a-h), 6-alkyl and 5,6-dialkyl-3-methyluracils 7(a,e,f) and 6-alkyl and 5,6-dialkyl-2-alkoxy-4(3H)-pyrimidinones 5(a-i) is also shown.