| Identification | Back Directory | [Name]
5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene | [CAS]
29274-28-0 | [Synonyms]
Nsc213281
7-tetraene
4-CHLORO-7-AZA-1H-INDAZOLE
4-Chloro-1H-pyrazolo[3,4-...
9-triazabicyclo[4.3.0]nona-1
4-Chloro-1H-pyrazolo[3,4-b]pyridine
1H-Pyrazolo[3,4-B]pyridine, 4-chloro-
4-Chloro-1H-pyrazolo[3,4-b]pyridine,98%
3-Chloro-5-hydrazono-penta-1,3-dienylamine
4-CHLORO-1H-PYRAZOLO[3,4-B]PYRIDINE(WXC07940)
5-CHLORO-2,8,9-TRIAZABICYCLO[4.3.0]NONA-1,3,5,7-TE
5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene | [Molecular Formula]
C6H4ClN3 | [MDL Number]
MFCD11846313 | [MOL File]
29274-28-0.mol | [Molecular Weight]
153.57 |
| Chemical Properties | Back Directory | [Boiling point ]
194.5±50.0 °C(Predicted) | [density ]
1.61±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
Solid | [pka]
4.56±0.20(Predicted) | [Appearance]
Off-white to light yellow 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 |
| Hazard Information | Back Directory | [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") | [References]
[1] Patent: US2007/238726, 2007, A1. Location in patent: Page/Page column 99
[2] Patent: WO2009/33084, 2009, A1. Location in patent: Page/Page column 104
[3] Patent: WO2016/4272, 2016, A1. Location in patent: Paragraph 00562
[4] Patent: WO2018/92047, 2018, A1. Location in patent: Page/Page column 112
[5] Patent: WO2014/93383, 2014, A1. Location in patent: Paragraph 00129; 00132 |
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