4,4'-(6-chloropyriMidine-2,4-diyl)diMorpholine Chemical Properties

Melting point:

139-142℃

Boiling point:

508.7±60.0 °C(Predicted)

Density 

1.327±0.06 g/cm3 (20 ºC 760 Torr)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

pka

6.10±0.50(Predicted)

Appearance

White to light yellow Solid

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

HS Code 

2933998090

4,4'-(6-chloropyriMidine-2,4-diyl)diMorpholine Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2,4-bis(4-morpholinyl)-6-chloropyrimidine from morpholine (12.6 mL, 144 mmol) and 2,4,6-trichloropyrimidine (4.4 g, 24 mmol) was as follows: first, the morpholine was dissolved in a mixture of toluene (22 mL) and water (8.8 mL) as solvent. Subsequently, 2,4,6-trichloropyrimidine was dissolved in toluene (22 mL) and slowly added dropwise to the morpholine solution. The reaction mixture was stirred and heated to 83°C at room temperature and maintained for 3 hours. After completion of the reaction, it was cooled to room temperature and phase separation was carried out. The organic phase was washed with 10 mol/L hydrochloric acid and then dried with anhydrous sodium sulfate. The crude product was purified by silica gel column chromatography, and the eluent was a mixed solvent of petroleum ether and ethyl acetate (1:1, v/v), which ultimately afforded 2,4-bis(4-morpholinyl)-6-chloropyrimidine (6.68 g, 98% yield).

References

[1] Patent: CN105461714, 2016, A. Location in patent: Paragraph 0244; 0245; 0246
[2] Patent: CN105541792, 2016, A. Location in patent: Paragraph 0226; 0227; 0228
[3] Patent: US2016/264546, 2016, A1. Location in patent: Paragraph 0033
[4] Patent: WO2012/44727, 2012, A2. Location in patent: Page/Page column 62-63
[5] Australian Journal of Chemistry, 2002, vol. 55, # 3, p. 205 - 212