Category: 4869-46-9

The origin of a common compound about 1,3-Dimethyluracil-5-carboxaldehyde

The synthetic route of 4869-46-9 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 4869-46-9, 1,3-Dimethyluracil-5-carboxaldehyde, 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, name: 1,3-Dimethyluracil-5-carboxaldehyde, blongs to pyrimidines compound. name: 1,3-Dimethyluracil-5-carboxaldehyde

General procedure: A mixture of amine 3 (0.1 g, 0.45 mmol) and 5-formyl-N,Ndimethyluracil(17, 0.15 g, 0.9 mmol) in C6H6 was refluxed. When the reaction was finished (TLC monitoring), the mixturewas evaporated. The residue was dissolved in MeOH (1 mL), cooled, treated with NaBH4 (0.22 g, 5.85 mmol), stirred ona magnetic stirrer for 1 h (TLC monitoring), and concentrated. The residue was dissolved in H2O and extracted with CHCl3(5 × 10 mL). The extracts were combined, dried over Na2SO4, and evaporated. The residue was chromatographed over SiO2(eluent EtOAc-hexane, 1:2) to afford 18 (0.1 g, 60%). Amorphous compound, [alpha]D20 -23.0 ( 1.04, CHCl3). Rf 0.5(CHCl3-MeOH, 95:5). C19H25N5O3. IR spectrum (film, nu, cm-1): 3325, 3053, 2935, 2841, 2780, 2740, 2711, 2283, 1701,1663, 1640, 1591, 1565, 1554, 1483, 1458, 1374, 1342, 1274, 1255, 1209, 1183, 1150, 1089, 1041, 1000, 970, 936, 800, 732,699. 1 NMR spectrum (CDCl3, delta, ppm, J/Hz): 1.74 (1H, dtd, J = 12.8, 3.3, 1.2, H-12anti), 1.84 (1H, dtt, J = 12.8, 3.4, 1.7,H-12syn), 2.14 (3H, s, H-1???), 2.22-2.25 (2H, m, H-4ex, H-2ex), 2.43 (1H, m, H-5), 2.84 (1H, ddt, J = 10.6, 3.4, 1.7, H-2en),2.90 (1H, m, H-1), 2.95 (1H, ddt, J = 11.0, 3.4, 1.7, H-4en), 3.36 (3H, s, H-7??), 3.37 (3H, s, H-8??), 3.95 (1H, ddd, J = 15.1, 6.8,1.2, H-6ex), 4.12 (2H, s, H-1?), 4.14 (1H, dt, J = 15.1, 1.2, 1.2, H-6en), 5.47 (1H, br.s, H-2?), 5.95 (1H, d, J = 7.4, H-11), 6.19(1H, d, J = 7.4, H-10), 7.15 (1H, s, H-6??). 13C NMR spectrum (CDCl3, delta, ppm): 26.0 (CH2, C-12), 27.8 (CH, C-5), 27.9 (CH3,C-8??), 34.5 (CH, C-1), 37.1 (CH3, C-7??), 40.0 (CH2, C-1?), 46.3 (CH3, C-1???), 50.2 (CH2, C-6), 62.0 (CH2, C-4), 63.0 (CH2,C-2), 105.3 (CH, C-11), 108.2 (CH, C-10), 110.0 (C, C-5??), 135.4 (C, C-9), 136.4 (C, C-11a), 139.6 (CH, C-6??), 151.7 (C,C-2??), 158.0 (C, C-8), 163.2 (C, C-4??). 15N NMR spectrum (CDCl3, delta, ppm): 29.9 (N-3), 53.3 (N-2?), 122.3 (N-1??), 154.9(N-3??), 168.9 (N-7).

The synthetic route of 4869-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tsypysheva; Petrova; Koval?skaya; Lobov; Maksimova; Zainullina; Vinogradova; Vakhitov; Vakhitova, Yu. V.; Galin; Chemistry of Natural Compounds; vol. 54; 5; (2018); p. 938 – 946; Khim. Prir. Soedin.; 5; (2018); p. 794 – 801,8;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of 4869-46-9

The synthetic route of 4869-46-9 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 4869-46-9, 1,3-Dimethyluracil-5-carboxaldehyde, 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, Formula: C7H8N2O3, blongs to pyrimidines compound. Formula: C7H8N2O3

General procedure: A solution of sodium acetate trihydrate (0.41 g, 3 mmol) and NH2OH*HCl (0.37 g, 2.25 mmola) in H2O (3 mL) was added to a suspension of uracil 3 (0.34 g, 2 mmol) in EtOH (5 mL) while stirring at room temperature. After a few minutes a white solid started to precipitate and the stirring was continued for 24 h. A progress of the reaction was monitored by TLC (EtOAc : n-hexane, 2:1). The solid consisting of a mixture of two isomeric oximes was isolated in yield of 93% (0.34 g). The E/Z isomers were separated on silica gel column using MeOH : CHCl3 (5 :95, v/v) as an eluent. When the time of synthesis was extended to 48 h Z-isomer was obtained exclusively.

The synthetic route of 4869-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jakubiec, Dominika; Przypis, ?ukasz; Suwi?ski, Jerzy W.; Walczak, Krzysztof Z.; Arkivoc; vol. 2017; 2; (2016); p. 149 – 161;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia