ChemicalBook--->CAS DataBase List--->14026-45-0

14026-45-0

14026-45-0 Structure

14026-45-0 Structure
IdentificationBack Directory
[Name]

6-Nitro-1,2,3,4-tetrahydroquinoline
[CAS]

14026-45-0
[Synonyms]

Quinoline, 1,2,3,4-tetrahydro-6-nitro-
[Molecular Formula]

C9H10N2O2
[MDL Number]

MFCD00541472
[MOL File]

14026-45-0.mol
[Molecular Weight]

178.19
Chemical PropertiesBack Directory
[Melting point ]

161-162 °C(Solv: acetic acid, 50% (64-19-7))
[Boiling point ]

341.4±31.0 °C(Predicted)
[density ]

1.236±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[pka]

0.87±0.20(Predicted)
[Appearance]

Yellow to brown Solid
[InChI]

InChI=1S/C9H10N2O2/c12-11(13)8-3-4-9-7(6-8)2-1-5-10-9/h3-4,6,10H,1-2,5H2
[InChIKey]

ASVYHMUYLBMSKW-UHFFFAOYSA-N
[SMILES]

N1C2=C(C=C([N+]([O-])=O)C=C2)CCC1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933499090
Spectrum DetailBack Directory
[Spectrum Detail]

6-Nitro-1,2,3,4-tetrahydroquinoline(14026-45-0)1HNMR
6-Nitro-1,2,3,4-tetrahydroquinoline(14026-45-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

6-NITROQUINOLINE

613-50-3

6-Nitro-1,2,3,4-tetrahydroquinoline

14026-45-0

General procedure for the synthesis of 6-nitro-1,2,3,4-tetrahydroquinoline from 6-nitroquinoline: in a 10 mL Schlenk tube, Fe(OTf)2 (0.005 mmol, 1.8 mg), 6-nitroquinoline (0.5 mmol, 72 mg), Hantzsch ester A (1.25 mmol, 318 mg) and 1.0 mL of CHCl3. The reaction mixture was stirred at 40 °C for 2 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography to afford the target product 6-nitro-1,2,3,4-tetrahydroquinoline (63.8 mg, 96% yield).

[References]

[1] Tetrahedron Letters, 2004, vol. 45, # 16, p. 3215 - 3217
[2] ChemCatChem, 2017, vol. 9, # 13, p. 2496 - 2505
[3] Tetrahedron Letters, 2017, vol. 58, # 36, p. 3571 - 3573
[4] Chemical Communications, 2018, vol. 54, # 62, p. 8622 - 8625
[5] Chemical Science, 2017, vol. 8, # 12, p. 8164 - 8169
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