62880-87-9

Usage

Chemical structure

A complex structure containing four methyl groups and a bipyrimidine backbone.

Type of compound

Tetrone, which means it has four carbonyl groups.

Chemical reactivity

Likely to have a high level of chemical reactivity due to the presence of multiple carbonyl and methyl groups.

Potential applications

May have applications in organic synthesis, pharmaceuticals, or materials science.

Research status

The precise properties and potential uses of this chemical are not yet well-documented, and research into its potential uses and effects is ongoing.

Upstream product

• 74151-83-0 6'-chloro-1,3,1',3'-tetramethyl-3H,1'H-[4,5']bipyrimidinyl-2,6,2',4'-tetraone 
• 80357-53-5 (1,3-dimethyluracilate-C₅)HgCl 
• 65904-27-0 <1,3-Dimethyl-2,4(1H,3H)-dioxopyrimidin-5-yl>mercuric acetate 
• 56686-17-0 2,2',4',6-tetramethoxy-4,5'-bipyrimidine 
• 74-88-4 methyl iodide 
• 6972-27-6 1,3-Dimethyl-6-chlorouracil 
• 874-14-6 1,3-dimethyluracil 
• 85199-75-3 1,3-dimethyl-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione 

Relevant academic research and scientific papers

C-H trifluoromethylations of 1,3-dimethyluracil and reactivity of the products in C-H arylations

Diverse electrophilic, nucleophilic and radical C-H trifluoromethylations of 1,3-dimethyluracil were systematically studied in order to prepare either 5- or 6-(trifluoromethyl)uracil derivatives. Electrophilic reagents led only to dimeric bis-uracil products, whereas the radical trifluoromethylation by CF 3SO2Na in presence of t-BuOOH gave 1,3-dimethyl-5- (trifluoromethyl)uracil (2) in good yield. The 6-(trifluoromethyl)uracil derivative 3 was only prepared in low yield and in a mixture with 2 by Ir-catalyzed borylation followed by treatment with the Togni's reagent. Attempted Pd-catalyzed C-H arylations of 2 in the presence of Cs 2CO3 gave mixtures of de-trifluoromethylated products, whereas the reaction with 4-iodotoluene in the presence of CsF gave the desired 6-aryl-5-trifluoromethyluracil derivative 8 in moderate yield and the reaction was not general for other aryl halides.

Palladium(II)-catalyzed oxidative homo-coupling of 1,3-dimethyluracil derivatives

A palladium-catalyzed oxidative homo-coupling of 1,3-dimethyluracil was examined. Two types of uracil dimer, C5-C5′ linked dimer and C5-C6′ linked dimer were obtained in variable yields depending on the conditions along with a low yield of C5-C5′ and C6-C

Hilbert-Johnson Reactions of 2,2',4',6-Tetramethoxy-4,5'-bipyrimidine

2,2',4'6-Tetramethoxy-4,5'-bipyrimidine (1) was converted successively by methyl iodine into 2,4',6-trimethoxy-1'-methyl-4,5'-bipyrimidin-2'-one (2a), a single dimethoxy-1,1'-dimethyl-4,5'-bipyrimidinedione (3 or 4; not positively identified), 4'-methoxy-1,1',3-trimethyl-4,5'-bipyrimidine-2,2',6-trione (5) and 1,1',3,3'-tetramethyl-4,5'-bipyrimidine-2,2',4',6-tetrone (6e).Hydrolysis of the first three products gave respectively, the 1'-methyl, 1,1'-dimethyl and 1,1',3-trimethyl derivatives (6b-d) of 4,5'-bipyrimidine-2,2',4',6-tetrone.Structures were elucidated by n.m.r., ultraviolet and mass spectra.

SOME NOVEL REACTIONS OF 1,3-DIMETHYLURACILS

Treatment of 6-chloro-1,3-dimethyluracil (1) with diazomethane and tertiary amines gave the dimeric compound (2) as the sole product and 1 with secondary amines deduced to the 6-amino dimeric compounds (6).The structural assignment of the dimers is based on physical and chemical evidences.