4-CHLORO-6-METHYLTHIOPYRIMIDINE Chemical Properties

Melting point:

50-51 °C

Boiling point:

260 ºC

Density 

1.37

Flash point:

111 ºC

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

pka

-1.50±0.17(Predicted)

Appearance

Light yellow to yellow Solid

InChIKey

BMQSAIGMUNXTKZ-UHFFFAOYSA-N

Safety Information

Risk Statements 

43

Safety Statements 

36/37

WGK Germany 

3

HS Code 

2933599590

4-CHLORO-6-METHYLTHIOPYRIMIDINE Usage And Synthesis

Synthesis

Example 12: Synthesis of 4-chloro-6-(methylthio)pyrimidine. 4,6-Dichloropyrimidine (15.4 g, 0.10 mol) was dissolved in THF (120 mL) at room temperature, followed by the addition of solid sodium methanethiol (NaSMe, 8.5 g, 0.12 mol). The reaction mixture was heated to 60 °C and maintained for 16 hours. After completion of the reaction, the mixture was cooled to room temperature and diluted with ethyl acetate (300 mL) and water (300 mL). The organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and concentrated to give an orange colored oil. Recrystallization by hexane gave the light yellow solid product 4-chloro-6-(methylthio)pyrimidine (9.85 g, 0.061 mol, 61% yield).1H NMR (500 MHz, CDCl3) δ: 8.74 (s, 1H), 7.23 (s, 1H), 2.58 (s, 3H).

References

[1] Patent: WO2006/52913, 2006, A1. Location in patent: Page/Page column 236-237
[2] Patent: WO2008/77548, 2008, A1. Location in patent: Page/Page column 46
[3] Patent: WO2009/85913, 2009, A1. Location in patent: Page/Page column 64-65
[4] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 23, p. 6529 - 6533
[5] Patent: WO2011/45353, 2011, A1. Location in patent: Page/Page column 42-43

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