| Identification | Back Directory | [Name]
2,1,3-Benzothiadiazole-5-carbaldehyde | [CAS]
71605-72-6 | [Synonyms]
BUTTPARK 75\50-32
piazthiole-5-carbaldehyde
5-ForMyl-2,1,3-benzothiadiazole
2,1,3-benzothiadiazole-6-carbaldehyde
2,1,3-BENZOTHIADIAZOLE-5-CARBALDEHYDE
Benzo[1,2,5]thiadiazole-5-carbaldehyde
2,1,3-BENZOTHIADIAZOLE-5-CARBOXALDEHYDE
2,1,3-benzothiadiazole-6-carboxaldehyde
benzo[c][1,2,5]thiadiazole-5-carbaldehyde
2,1,3-benzothiadiazole-5-carbaldehyde(SALTDATA: FREE) | [Molecular Formula]
C7H4N2OS | [MDL Number]
MFCD00457949 | [MOL File]
71605-72-6.mol | [Molecular Weight]
164.18 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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 |
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