4-CHLORO-7-METHYLTHIENO[3,2-D]PYRIMIDINE Chemical Properties

Melting point:

124 °C

Boiling point:

301.3±37.0 °C(Predicted)

Density 

1.445±0.06 g/cm3(Predicted)

storage temp. 

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

pka

0.78±0.40(Predicted)

Appearance

Off-white to light yellow Solid

InChI

InChI=1S/C7H5ClN2S/c1-4-2-11-6-5(4)9-3-10-7(6)8/h2-3H,1H3

InChIKey

IYJDOVYAFDVIDB-UHFFFAOYSA-N

SMILES

C1=NC(Cl)=C2SC=C(C)C2=N1

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26

Hazard Note 

Irritant

HS Code 

2934999090

4-CHLORO-7-METHYLTHIENO[3,2-D]PYRIMIDINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-chloro-7-methylthieno[3,2-d]pyrimidin-4(1H)-one from 7-methylthieno[3,2-d]pyrimidin-4-one: 7-methyl-3H-thieno[3,2-d]pyrimidin-4-one (167, 10.6 g, 64.0 mmol) was dissolved in phosphorus nitrogen oxide (42 mL), and the reaction was carried out for 2 h under nitrogen protection at reflux. Upon completion of the reaction, the reaction solution was cooled to room temperature and slowly poured into saturated aqueous sodium carbonate solution (300 mL) for neutralization. Subsequently, the aqueous phase was extracted with ethyl acetate, and the organic layers were combined, washed with water and saturated brine sequentially, and then dried with anhydrous magnesium sulfate. The organic solvent was removed by concentration under reduced pressure and the resulting residue was dried under vacuum overnight in the presence of phosphorus pentoxide to afford the white solid product 4-chloro-7-methylthieno[3,2-d]pyrimidine (168, 11.2 g, 95% yield).

References

[1] Patent: US2006/4002, 2006, A1. Location in patent: Page/Page column 12; 21; 23; 30; 31-32
[2] Patent: WO2013/100632, 2013, A1. Location in patent: Page/Page column 62
[3] Patent: US2014/371219, 2014, A1. Location in patent: Paragraph 0436; 0437
[4] Patent: WO2012/156756, 2012, A2. Location in patent: Page/Page column 99
[5] Patent: WO2011/93684, 2011, A2. Location in patent: Page/Page column 33; 34

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