2-Chloro-4,6-diphenylpyrimidine Chemical Properties

Melting point:

113.0 to 117.0 °C

Boiling point:

469.1±14.0 °C(Predicted)

Density 

1?+-.0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

-1.69±0.30(Predicted)

color 

White to Light yellow

CAS DataBase Reference

2915-16-4

Safety Information

HS Code 

2933.59.8000

2-Chloro-4,6-diphenylpyrimidine Usage And Synthesis

Chemical Properties

white solid

Definition

ChEBI: 2-chloro-4,6-diphenylpyrimidine is a member of pyrimidines.

Synthesis

A mixture of 2,4,6-trichloropyrimidine (PYR, 1.3 mL, 7 mmol) and phenylboronic acid (Ph-B(OH)2, 1.5 g, 12 mmol), catalyzed by Pd(PPh3)4 (0.2 g, 0.17 mmol), was mixed in 40 mL of toluene. The mixture was transferred to a two-necked round-bottomed flask equipped with a condenser tube, and 2 M aqueous K2CO3 (40 mL), ethanol (25 mL), and toluene (80 mL) were added, and the reaction was carried out at reflux for 8 h at 110 °C under nitrogen protection. After completion of the reaction, the mixture was extracted with ethyl acetate (60 mL) and water (50 mL). The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography with hexane:dichloromethane (4:1) as eluent to give the intermediate 2P-PYR as a white solid. 2-Chloro-4,6-diphenylpyrimidine was further synthesized in 74% yield; white solid; 1H NMR (500 MHz, CDCl3) δ 8.13-8.14 (m, 4H), 8.01 (s, 1H), 7.51-7.55 (m, 6H); 13C NMR (500 MHz, CDCl3) δ 167.7, 162.1, 135.7, 131.7, 129.1, 127.5, 111.0.

References

[1] Journal of Organic Chemistry, 2001, vol. 66, # 21, p. 7125 - 7128
[2] Patent: WO2011/93609, 2011, A1. Location in patent: Page/Page column 17
[3] Patent: KR2015/92145, 2015, A. Location in patent: Paragraph 0265-0267
[4] Patent: CN103664906, 2016, B. Location in patent: Paragraph 0158; 0160
[5] Patent: CN103570628, 2016, B. Location in patent: Paragraph 0103-0106

2-Chloro-4,6-diphenylpyrimidine(2915-16-4)Related Product Information

• Diphenhydramine
• Uracil
• 4-CHLORO-2,6-DIPHENYLPYRIMIDINE
• 2-Chloro-4,6-dimethylpyrimidine
• 2-Chloro-4-methylpyrimidine
• 4-Phenylpyrimidine
• 2-Chloro-4,6-diphenylpyrimidine
• 4,6-DIMETHYLPYRIMIDINE
• 2-Chloropyrimidine
• 2-CHLORO-4-PHENYLPYRIMIDINE