7-BROMO-4-CHLOROTHIENO[3,2-D]PYRIMIDINE Chemical Properties

Boiling point:

345.5±37.0 °C(Predicted)

Density 

1.955±0.06 g/cm3(Predicted)

storage temp. 

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

pka

-0.77±0.40(Predicted)

Appearance

Off-white to yellow Solid

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN2811

HazardClass 

IRRITANT

HS Code 

2934999090

7-BROMO-4-CHLOROTHIENO[3,2-D]PYRIMIDINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 7-bromo-4-chlorothieno[3,2-d]pyrimidines from 7-bromothieno[3,2-D]pyrimidin-4(1H)-ones: 7-bromo-3H-thieno[3,2-d]pyrimidin-4-one (191, 153.0 mg, 0.66 mmol) was dissolved in phosphorochloridic acid (2 mL) and refluxed under nitrogen protection for 2 hours. After completion of the reaction, the reaction solution was cooled to room temperature and slowly poured into saturated aqueous sodium carbonate solution for neutralization. Subsequently, the aqueous phase mixture was extracted with ethyl acetate and the organic phase was washed sequentially with water and brine and dried with anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure and the residue was dried under vacuum overnight in the presence of phosphorus pentoxide to afford 7-bromo-4-chlorothieno[3,2-d]pyrimidine (192, 156.0 mg, 95% yield, white solid).

References

[1] Patent: US2006/4002, 2006, A1. Location in patent: Page/Page column 39
[2] Patent: WO2014/3483, 2014, A1. Location in patent: Page/Page column 19
[3] Patent: US2014/371219, 2014, A1. Location in patent: Paragraph 0206; 0207
[4] Patent: WO2012/93809, 2012, A2. Location in patent: Page/Page column 23
[5] Patent: US2013/274268, 2013, A1. Location in patent: Paragraph 0174-0175

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