Category: 18592-13-7

Electric Literature of 18592-13-7, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 18592-13-7, name is 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

A mixture of 18 (0.252 g; 0.5 mmol), 6-chloromethyluracil (0.088g ; 0.55 mmol), K2CO3 (0.076 g; 0.55 mmol) and NaI (0.082 g; 0.55 mmol) in acetonitrile (5 ml) was heated at [85C] under argon atmosphere for 4 hours. The mixture was purified by flash chromatography eluting with a gradient of 5-10 % [MEOH/CH2C12] to give Example 11 as a solid. Yield: 63 [%] [‘H] NMR [(CDC13)] : 1.2-1. 4 (m, 4H); 1.6 (s, 6H); 1.4-1. 8 (m, 4H); 2.34 (s, 6H); 2.4-2. 7 (m, 10H); 2.85-2. 95 (m, 2H); 3.3 (s, 2H); 4-4.2 (m, br, 1H); 4.6-4. 8 (m, br, 1H); 5.53 (s, 1H); 6.72 (s, 1H) ; 6.93 (s, 1H); 7.04 (s, 2H); 8.05-8. 2 (m, 2H). MS-ESI: 629 [M+H] [+]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18592-13-7, 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/18480; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 18592-13-7, 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Quality Control of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione, blongs to pyrimidines compound. Quality Control of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione

Synthesis of 5-chloro-6-(chloromethyl)- l,2,3,4-tetrahydropyrimidine-2,4-dione: Into a 1- L round-bottom flask, was placed 6-(chloromethyl)- l,2,3,4-tetrahydropyrimidine-2,4-dione (15 g, 93.42 mmol, 1 equiv), acetic acid (225 mL), acetyl acetate (15 mL). The resulting solution was stirred for 30 min at 80 C in an oil bath. Then NCS (16.2 g, 121.32 mmol, 1.30 equiv) was added at 60 C. The resulting solution was stirred for 3h at 60 C in an oil bath. The reaction was then quenched by the addition of 500 mL of water/ice. The solids were collected by filtration. The solid was dried in an oven under reduced pressure. This resulted in 10.1 g of 5- chloro-6-(chloromethyl)- l,2,3,4-tetrahydropyrimidine-2,4-dione as an off-white solid. LC-MS- BLV-CY-202- 1 : (ES, m/z): 195[M+H]+. H-NMR- BLV-CY-202- 1 : (300 MHz, OMSO, ppm): delta 11.71 (s, 1H), 11.56 (s, 1H), 4.47 (s, 2H).

The synthetic route of 18592-13-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BLUEVALLEY PHARMACEUTICAL LLC; LI, Xiang; (99 pag.)WO2019/50889; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 18592-13-7, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 18592-13-7, name is 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The respective halomethyl derivatives {6-(chloromethyl)uracil (0.1150g, 0.716mmol) or 4-bromomethyl-7-methoxycoumarin (0.1928g, 0.716mmol)} were suspended in acetone (1.5cm3) and then added individually to alkaline mixtures comprised of NaOH (0.0286g, 0.716mmol) in distilled water (1cm3). Upon dissolution of the organic precursors, the corresponding solutions were introduce in a dropwise manner to particular reaction mixtures of di(2-picolyl)amine (0.1001g, 0.5024mmol) and K2CO3 (0.069g, 0.5018mmol) in acetone (4.0cm3). Thereafter, the resultant reaction mixtures were heated at reflux for 24h, which was followed by the reduction of the solvent under vacuum. The respective residues were dispersed in separate 1:1 (v:v) water and chloroform combinations. Then the crude individual oily products were attained by the triplicate extractions from the aqueous mixture using chloroform and these extracts were dried over anhydrous MgSO4 prior to removing the solvent under reduced pressure. The relating crude products were purified by column chromatography using a silica stationary phase and DCM: MeOH (v:v, 9:1) as a mobile phase. 2.2.2 6-((bis(pyridin-2-ylmethyl)amino)methyl)uracil (Hurdpa) X-ray quality single crystals were grown via the slow diffusion of n-hexane into a solution of dichloromethane. Yield: 0.72g (51%). Molecular mass (m/z): Cald. for C17H17N5O2: 323.14. Found: 346.13 [M+Na]+ (Fig. S3). FTIR (cm-1): v(N-H) 3370 (br, w); v(C=O) 1681 (vs); v(C=N) 1579 (s); v(C-N) 1161, 1136 (m). 1H NMR (d6-DMSO/ppm/298K, Fig. S4): 11.04 (br, s, 1H, N5H); 10.87 (s, 1H, N4H); 8.55-8.50 (m, 2H, H1, H12); 7.84-7.75 (m, 2H, H3, H10); 7.52-7.46 (m, 2H, H2, H11); 7.33-7.24 (m, 2H, H4, H9); 5.57 (s, 1H, H17); 3.90-3.83 (m, 4H, H6, H6?, H7, H7?); 3.52 (br, s, 2H, H13, H13?). UV-Vis (MeOH, lambdamax (epsilon, M-1cm-1)): 256nm (sh, 1540); 262nm (1720); 268nm (sh, 1350); 359nm (10)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 18592-13-7, 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione.

Reference:
Article; Gramni, Larusha; Vukea, Nyeleti; Chakraborty, Abir; Samson, William John; Dingle, Laura Margaret Kirkpartick; Xulu, Bheki; de la Mare, Jo-Anne; Edkins, Adrienne Lesley; Booysen, Irvin Noel; Inorganica Chimica Acta; vol. 492; (2019); p. 98 – 107;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia