2,1,3-Benzothiadiazole-5-carbaldehyde Chemical Properties

Melting point:

90 °C

Boiling point:

291.9±13.0 °C(Predicted)

Density 

1.477±0.06 g/cm3(Predicted)

storage temp. 

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

form 

crystalline powder

pka

-0.78±0.36(Predicted)

color 

Cream

InChI

InChI=1S/C7H4N2OS/c10-4-5-1-2-6-7(3-5)9-11-8-6/h1-4H

InChIKey

GEFIFDVQYCPLHC-UHFFFAOYSA-N

SMILES

N1=C2C=CC(C=O)=CC2=NS1

CAS DataBase Reference

71605-72-6

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-41-37/38

Safety Statements 

26-36/37/39-24/25-39

HazardClass 

IRRITANT

HS Code 

2934999090

2,1,3-Benzothiadiazole-5-carbaldehyde Usage And Synthesis

Synthesis

General procedure for the synthesis of 2,1,3-benzothiadiazole-5-carbaldehyde from 2,1,3-benzothiadiazole-5-methanol: A mixed solution of benzo[1,2,5]thiadiazol-5-ylmethanol (115 mg, 0.69 mmol) and manganese dioxide (241 mg, 2.8 mmol) in chloroform (10 mL) was stirred and reacted overnight at room temperature. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and the filtrate was concentrated under reduced pressure to afford pure 2,1,3-benzothiadiazole-5-carbaldehyde (111 mg, 98% yield). The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 10.19 (s, 1H), 8.49 (s, 1H), 8.09 (s, 2H).

References

[1] Medicinal Chemistry Research, 2015, vol. 24, # 8, p. 3143 - 3156
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 12, p. 3163 - 3179
[3] Patent: US6593335, 2003, B1
[4] Patent: US2016/75702, 2016, A1. Location in patent: Paragraph 0126-0129

2,1,3-Benzothiadiazole-5-carbaldehyde(71605-72-6)Related Product Information

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• 2,1,3-Benzothiadiazole
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