22390-04-1

Basic information

• Product Name: 1,3-Diethyluracil
• Synonyms: 1,3-Diethyluracil
• CAS NO: 22390-04-1
• Molecular Formula: C₈H₁₂N₂O₂
• Molecular Weight: 168
• Mol File: 22390-04-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-Diethyluracil(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Diethyluracil(22390-04-1)
• EPA Substance Registry System: 1,3-Diethyluracil(22390-04-1)

Safety Data

• Hazardous Substances Data: 22390-04-1(Hazardous Substances Data)

Upstream product

• 20461-60-3 2,4-diethoxypyrimidine 
• 75-03-6 ethyl iodide 
• 66-22-8 uracil 
• 74-96-4 ethyl bromide 
• 64-67-5 diethyl sulfate 
• 18002-25-0 4-methoxy-2-pyrimidone 

Downstream Products

• 623-76-7 N,N'-diethylurea 
• 144104-76-7 3-(2,6-dichlorophenyl)-5,7-diethyl-8,9-dihydroisoxazolo<5,4-d>pyrimidine-4,6(5H,7H)-dione 
• 144104-71-2 1,3-diethyl-5-(2,6-dichlorobenzoyl)uracil (E)-oxime 
• 1785764-26-2 5,6-diamino-1,3-diethylpyrimidine-2,4-(1H,3H)-dione hydrochloride 

Relevant articles and documents

Copper-Catalyzed Regioselective Direct C–H Thiolation and Thiocyanation of Uracils

A novel copper-catalyzed direct C–H thiolation and thiocyanation of uracils using disulfides and thiocyanate salts respectively as coupling partners are described. These reactions enable the C–H bond cleavage and C–S bond formation to proceed efficiently under relatively mild conditions, providing useful methods for a preparation of a series of thio-substituted at the C5 position of uracil derivatives. These protocols exhibit several merits including simple experimental procedures, readily accessible substrates and reagents, broad scopes, high yields, and excellent regioselectivity. Preliminary mechanistic studies revealed that a radical pathway is likely to be involved.

HSAB-driven chemoselective N1-alkylation of pyrimidine bases and their 4-methoxy- or 4-acetylamino-derivatives

The lithium salts of the conjugated bases of 4-methoxy- and 4-acetylamino-2(1H)-pyrimidinones 1-3 undergo highly chemoselective N1-methylation or ethylation when treated with methyl- or ethylsulfate (hard electrophiles) in dry dioxane, while the use of DMF as solvent results in competitive O2-alkylation. Potassium salts of the same bases in DMF undergo prevalent O2-attack. Under the same conditions, a similar but less chemoselective behaviour is observed in alkylation of thymine and uracil, where some N3-attack occurs. This can be rationalised in terms of the HSAB principle.

Photochemistry of 1,3-Dimethyluracil. A Novel Photochemical Reaction Leading to 3,5-Dialkoxycarbonyl-1,2- and -1,4-Dihydropyridines

A new photochemical reaction of 1,3-dimethyluracil is reported.Irradiation of 1,2-dimethyluracil in methanol leads to a fluorescent mixture of 1,4-dihydro- and 1,2-dihydro-3,5-dimethoxycarbonyl-1-methylpyridines.Results from photolysis in other alcoholic solvents are also reported.