Extracurricular laboratory: Synthetic route of 4,6-Dichloro-2,5-diphenylpyrimidine

According to the analysis of related databases, 29133-99-1, the application of this compound in the production field has become more and more popular.

Related Products of 29133-99-1, 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 29133-99-1, name is 4,6-Dichloro-2,5-diphenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Under N2, to the solution of cinchonine (1.47 g, 5.0 mmol) and 4,6-dichloro-2,5-diphenylpyrimidine (1.51 g, 5.0 mmol) in PhMe (100 mL) was added powdered KOH (4.20 g, 75 mmol) portion wise. The suspension was heated to 90 C. for 10 mins and then refluxed for another 50 mins. Then the resulting mixture was cooled to room temperature and diluted with water (50 mL). The organic layer was separated. Next the aqueous layer was extracted with CH2Cl2 (50 mL×3). The combined organic extracts were washed with brine (100 mL), dried over Na2SO4 and concentrated under vacuum. The yellow residue was applied to column (CH2Cl2/MeOH=100/1 to 10/1) to afford C-S1 as a white solid (2.43 g, 87% yield). [alpha]D20=-103.8 (c=0.68, CHCl3). 1H NMR (400 MHz, CDCl3) delta 8.83 (d, J=4.5 Hz, 1H), 8.26 (d, J=8.4 Hz, 1H), 8.13 (d, J=8.4 Hz, 1H), 7.91 (d, J=7.6 Hz, 2H), 7.76 (t, J=7.6 Hz, 1H), 7.63 (t, J=7.6 Hz, 1H), 7.53 (dq, J=14.3, 7.1 Hz, 3H), 7.42 (d, J=6.8 Hz, 2H), 7.33 (dd, J=9.3, 5.9 Hz, 2H), 7.20 (t, J=7.7 Hz, 2H), 7.03 (d, J=5.6 Hz, 1H), 5.42-5.28 (m, 1H), 4.90 (dd, J=27.9, 13.6 Hz, 2H), 3.15 (dd, J=14.9, 9.2 Hz, 1H), 2.83 (d, J=8.9 Hz, 2H), 2.74 (d, J=9.3 Hz, 1H), 2.70-2.57 (m, 1H), 2.12 (dd, J=15.3, 6.9 Hz, 1H), 1.85-1.75 (m, 1H), 1.66 (s, 1H), 1.58 (s, 1H), 1.44 (d, J=8.4 Hz, 2H), 1.31 (dd, J=17.9, 8.9 Hz, 1H). 13C NMR (100 MHz, CDCl3) delta 166.6, 162.6, 160.2, 150.1, 148.6, 146.2, 140.3, 135.7, 132.1, 131.3, 130.8, 130.1, 129.4, 128.8, 128.7, 128.4, 128.3, 126.9, 126.0, 123.5, 118.9, 118.1, 114.9, 77.8, 60.1, 50.0, 49.9, 40.4, 28.4, 26.3, 22.9. IR (CHCl3) v 2943, 2872, 1569, 1517, 1441, 1406, 1365, 1323, 1103, 992, 909, 845, 758 cm-1. HRMS (ESI/[M+H]1) Calcd. for C35H32N4OCl m/z 559.2265, found m/z 559.2261.

According to the analysis of related databases, 29133-99-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRANDEIS UNIVERSITY; WU, YONGWEI; DENG, LI; (65 pag.)US2020/48243; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of 29133-99-1

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 29133-99-1, 4,6-Dichloro-2,5-diphenylpyrimidine.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 29133-99-1, name is 4,6-Dichloro-2,5-diphenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 4,6-Dichloro-2,5-diphenylpyrimidine

General procedure: Intermediate 1-4 (5.0 g, 0.009 mol) in 2-methylpyrimidin-4-ylboronic acid (3.0 g, 0.021 mol), Pd (pph3) 4 (0.5 g, 0.0005 mol), potassium carbonate (2.5 g, into a 110 mL THF to 0.018 mol), on reaction with stirring for 18 hours at 65 It turned on. After the reaction cooled to H20: delamination after column purification (n-Hexane: MC) in MC by Compound 130 to 3.8 g (71%) to give Respectively. Intermediates 33-2 (3.0 g, 0.010 mol) to 4, 6-diphenyl-1, 3, 5-triazin-2-ylboronic acid (3.2 g, 0.012 mol) in the embodiment 1-manufacturing e.g. for inserting and removing (5) the same method used in synthesis of intermediate that is 33-3 3.6g (m/z=497) is obtained (yield 73%)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 29133-99-1, 4,6-Dichloro-2,5-diphenylpyrimidine.

Reference:
Patent; PNH TECH; HYUN, SEO YONG; JUNG, SUNG OUK; LEE, RI NA; (142 pag.)KR2015/124637; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 29133-99-1

The synthetic route of 29133-99-1 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 29133-99-1, 4,6-Dichloro-2,5-diphenylpyrimidine, 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, Product Details of 29133-99-1, blongs to pyrimidines compound. Product Details of 29133-99-1

Under N2, to the solution of cinchonidine (294.4 mg, 1.0 mmol) and 4,6-dichloro-2,5-diphenylpyrimidine (301.3 mg, 1.0 mmol) in PhMe (20 mL) was added powdered KOH (840.0 mg, 15 mmol) portionwise. The suspension was heated to 90 C. for 10 mins and then refluxed for another 50 mins. Then the resulting mixture was cooled down to room temperature and diluted with water (10 mL). The organic layer was separated. Next the aqueous layer was extracted with CH2Cl2 (10 mL×3). The combined organic extracts were washed with brine (20 mL), dried over Na2SO4 and concentrated under vacuum. The yellow residue was applied to column (CH2Cl2/MeOH=100/1 to 10/1) to afford CD-S1 as a white solid (462.5 mg, 83% yield). [alpha]D20=+164.8 (c=0.46, CHCl3). 1H NMR (400 MHz, CDCl3) delta 8.84 (d, J=4.5 Hz, 1H), 8.28 (d, J=8.4 Hz, 1H), 8.17 (d, J=8.3 Hz, 1H), 7.90 (d, J=7.4 Hz, 2H), 7.79 (t, J=7.6 Hz, 1H), 7.68 (t, J=7.6 Hz, 1H), 7.57 (t, J=7.2 Hz, 2H), 7.53-7.44 (m, 3H), 7.35-7.28 (m, 2H), 7.18 (t, J=7.7 Hz, 2H), 7.03 (d, J=3.5 Hz, 1H), 5.72-5.58 (m, 1H), 4.88 (t, J=13.4 Hz, 2H), 3.20-3.12 (m, 1H), 3.12-2.97 (m, 2H), 2.67-2.51 (m, 2H), 2.18 (s, 1H), 1.65 (d, J=2.6 Hz, 1H), 1.54 (dd, J=16.4, 9.5 Hz, 2H), 1.23 (dd, J=15.1, 8.2 Hz, 1H), 1.10-0.94 (m, 1H). 13C NMR (100 MHz, CDCl3) delta 166.4, 162.7, 150.1, 148.6, 145.8, 141.8, 135.6, 132.1, 131.3, 130.8, 130.1, 129.5, 128.7, 128.7, 128.4, 128.3, 127.1, 125.6, 123.2, 118.9, 117.6, 114.5, 78.2, 59.9, 57.4, 43.4, 39.9, 27.8, 27.2, 22.3; IR (CHCl3) v 2942, 2868, 1568, 1516, 1406, 1288, 1216, 1069, 1019, 993, 844, 756, 699 cm-1. HRMS (ESI/[M+H]+) Calcd. for C35H32N4OCl m/z 559.2265, found m/z 559.2263.

The synthetic route of 29133-99-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRANDEIS UNIVERSITY; WU, YONGWEI; DENG, LI; (65 pag.)US2020/48243; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia