7-chlorothiazolo[5,4-d]pyrimidine Chemical Properties

Melting point:

152-154℃

Boiling point:

295℃

Density 

1.639

Flash point:

132℃

storage temp. 

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

form 

solid

Appearance

Light yellow to brown Solid

InChI

InChI=1S/C5H2ClN3S/c6-4-3-5(8-1-7-4)10-2-9-3/h1-2H

InChIKey

HGYFXAHDBRHZGF-UHFFFAOYSA-N

SMILES

C1=NC(Cl)=C2N=CSC2=N1

Safety Information

HS Code 

2934999090

7-chlorothiazolo[5,4-d]pyrimidine Usage And Synthesis

Synthesis

General procedure for the synthesis of 7-chlorothiazolo[5,4-d]pyrimidine from triethyl orthoformate and 5-amino-6-chloropyrimidine-4-thiol: 5-amino-6-chloropyrimidine-4-thiol (4 g, 24.75 mmol) was dissolved in triethyl orthoformate and heated and refluxed for 1 hour. Upon completion of the reaction, the reaction mixture was concentrated to 60% of the original volume and subsequently cooled in a refrigerator. The precipitated solid was collected by filtration and dried under vacuum to afford 7-chlorothiazolo[5,4-d]pyrimidine (2.8 g, 66.04% yield) as a brown solid.1H NMR (300 MHz, CDCl3): δ 9.22 (s, 1H), 8.97 (s, 1H).

References

[1] Patent: WO2010/14930, 2010, A2. Location in patent: Page/Page column 50
[2] Patent: WO2008/57402, 2008, A2. Location in patent: Page/Page column 61-62
[3] Chemical and pharmaceutical bulletin, 1968, vol. 16, # 4, p. 750 - 755
[4] Patent: US2012/122838, 2012, A1. Location in patent: Page/Page column 81
[5] Patent: WO2013/12918, 2013, A1. Location in patent: Paragraph 00533

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