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Chemical Structure| 84531-36-2 Chemical Structure| 84531-36-2

Structure of 84531-36-2

Chemical Structure| 84531-36-2

3-Nitro-6,7-dihydro-5H-cyclopenta[b]pyridine

CAS No.: 84531-36-2

4.5 *For Research Use Only !

Cat. No.: A208601 Purity: 95%

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Product Details of [ 84531-36-2 ]

CAS No. :84531-36-2
Formula : C8H8N2O2
M.W : 164.16
SMILES Code : O=[N+](C1=CN=C2C(CCC2)=C1)[O-]
MDL No. :MFCD09800609
InChI Key :MOSHQQPJHRYIHH-UHFFFAOYSA-N
Pubchem ID :11564522

Safety of [ 84531-36-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 84531-36-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 84531-36-2 ]

[ 84531-36-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 936-52-7 ]
  • [ 14150-94-8 ]
  • [ 84531-36-2 ]
  • 2
  • [ 14150-94-8 ]
  • [ 120-92-3 ]
  • [ 84531-36-2 ]
YieldReaction ConditionsOperation in experiment
87% With ammonium acetate; In ethanol; at 65℃; for 2h;Microwave irradiation; General procedure: To a solution of the dinitropyridone 1 (50 mg, 0.25 mmol) in EtOH (5 mL), cyclohexanone 4a (26 muL, 0.25 mmol) and NH4OAc (289 mg, 3.75 mmol) were added, and the resultant mixture was heated at 65 C on an oil bath for 24 h. After removal of the solvent, the residue was washed with benzene (3 × 10 mL) to afford 5,6,7,8-tetrahydro-3-nitroquinoline (5a; 42 mg, 0.24 mmol, 95%) as a yellow powder. The reactions of dinitropyridone 1 with other ketones 4b-g were performed in a similar way. When the reaction was conducted using microwave heating, the procedure was analogous.
  • 3
  • [ 14150-94-8 ]
  • [ 108-94-1 ]
  • [ 84531-36-2 ]
YieldReaction ConditionsOperation in experiment
44% With ammonia; In methanol; at 70℃; for 3h;Inert atmosphere; A mixture of <strong>[14150-94-8]1-methyl-3,5-dinitropyridin-2(1H)-one</strong> (B) (947 mg, 4.76 mmol), cyclohexanone (0.5 mL, 5.70 mmol) and ammonia solution (1 M) in methanol (50 mL) was heated to 70 C for 3 h under N2. TLC showed complete consumption of starting material. The reaction mixture was removed in vacuo and extracted with ethyl acetate. The organic part was washed with water and brine. The organic layer was dried over MgSO4 and concentrated under reduced pressure to afford crude which was purified by column chromatography to afford 3-nitro-6,7-dihydro-5H-cyclopenta[b]pyridine (C). (340 mg, 44 %)
 

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