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| | 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene Basic information |
| Product Name: | 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene | | Synonyms: | 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene;1H-Pyrazolo[3,4-B]pyridine, 4-chloro-;Nsc213281;4-CHLORO-7-AZA-1H-INDAZOLE;3-Chloro-5-hydrazono-penta-1,3-dienylamine;5-CHLORO-2,8,9-TRIAZABICYCLO[4.3.0]NONA-1,3,5,7-TE;4-Chloro-1H-pyrazolo[3,4-...;4-CHLORO-1H-PYRAZOLO[3,4-B]PYRIDINE(WXC07940) | | CAS: | 29274-28-0 | | MF: | C6H4ClN3 | | MW: | 153.57 | | EINECS: | | | Product Categories: | | | Mol File: | 29274-28-0.mol | ![5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene Structure](CAS/GIF/29274-28-0.gif) |
| | 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene Chemical Properties |
| Boiling point | 194.5±50.0 °C(Predicted) | | density | 1.61±0.1 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 4.56±0.20(Predicted) | | form | Solid | | InChI | InChI=1S/C6H4ClN3/c7-5-1-2-8-6-4(5)3-9-10-6/h1-3H,(H,8,9,10) | | InChIKey | AKWQSKVILVJWPC-UHFFFAOYSA-N | | SMILES | C12NN=CC1=C(Cl)C=CN=2 |
| | 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene Usage And Synthesis |
| Uses | Used as an intermediate in organic synthesis. | | Synthesis | 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine (1.506 g, 5.502 mmol) was dissolved in neat TFA (8.478 ml, 110.0 mmol) and the reaction mixture was stirred at 75°C for 2 hours. The reaction mixture was concentrated to a dark yellow oil and MeOH was added to give a thick white precipitate that was filtered and washed with MeOH. The filtrate, which contained the desired product, was concentrated to a yellow oil that was dried in vacuo overnight to yield a yellow waxy solid. The crude solid was partitioned between EtOAc and saturated NaHCO3. The phases were separated, and the aqueous layer was re-extracted with EtOAc (1x). The combined organic phases were dried over Na2SO4, filtered and concentrated to yield the desired product 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene(0.845 g, 100%) as a yellow solid. LRMS (APCI pos) m/e 154, 156 (M+, Cl pattern).
![5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene synthesis](/NewsImg/2023-05-05/6381889646350103014479092.jpg "5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene synthesis") |
| | 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene Preparation Products And Raw materials |
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