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Chemical Structure| 4487-56-3

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Product Details of 2,4-Dichloro-5-nitropyridine

CAS No. :4487-56-3
Formula : C5H2Cl2N2O2
M.W : 192.99
SMILES Code : ClC1=NC=C(C(=C1)Cl)[N+](=O)[O-]
MDL No. :MFCD07368834
Boiling Point : No data available
InChI Key :RZVJQUMDJUUBBF-UHFFFAOYSA-N
Pubchem ID :12275765

Safety of 2,4-Dichloro-5-nitropyridine

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

Application In Synthesis of 2,4-Dichloro-5-nitropyridine

* 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 [ 4487-56-3 ]

[ 4487-56-3 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 7321-93-9 ]
  • [ 4487-56-3 ]
YieldReaction ConditionsOperation in experiment
77% With sulfuric acid; dihydrogen peroxide; In water; at 0 - 25℃; for 18h; Fuming H2SO4 (13 mL) was added dropwise to the stirred vessel. In a separate flask, concentrated H2SO4 was added to <strong>[7321-93-9]4,6-dichloro-pyridin-3-ylamine</strong> (4.54 g, 27.9 mmol) and stirred until complete dissolution occurred. The amine solution was then added to the H2O2/fuming H2SO4 solution, dropwise. The reaction was allowed to warm to 25° C. over 18 h. The yellow solution was poured over ice and neutralized by the slow addition of solid NaHCO3. The resultant aqueous solution was extracted three times with EtOAc and the combined organic layers were dried (Na2SO4), decanted and concentrated to afford 2,4-dichloro-5-nitro-pyridine as a yellow solid (4.13 g, 77percent).
  • 2
  • [ 88675-24-5 ]
  • [ 4487-56-3 ]
  • [ 1612171-86-4 ]
YieldReaction ConditionsOperation in experiment
100% With triethylamine; In tetrahydrofuran; for 2h; To a solution of 2,4-dichloro-5-nitropyridine (386 mg, 2.0 mmol), and triethylamine (417 \L, 3.0 mmol) in THF (6 mL) was added dropwise <strong>[88675-24-5]tetrahydrofuran-3-ylamine</strong> (208 mg, 2.4 mmol) and the reaction mixture was stirred for 1 h. An additional amount of <strong>[88675-24-5]tetrahydrofuran-3-ylamine</strong> (50 mg) was added and the reaction mixture was stirred for 1 h. The volatiles were removed in vacuo and the resulting residue was partitioned between water and EtOAc. The organic phase was dried (MgS04) and concentrated in vacuo to afford the title compound as a yellow solid (490 mg, quantitative). LCMS (ESI): [M+H]+ 244.2.
  • 3
  • [ 4487-56-3 ]
  • [ 7205-46-1 ]
  • 4
  • [ 4487-56-3 ]
  • [ 2604-39-9 ]
YieldReaction ConditionsOperation in experiment
86% With ammonia; In methanol; at 25 - 28℃; for 18h; A solution of 2,4-dichloro-5-nitropyridine (3 g, 15 mmol) in methanolic ammonia (15 mL) was stirred at 25-28°C for 18 h. The reaction mixture was concentrated by evaporation in vacuo, then the residue was isolated by filtration and purified by hexane wash (3 x 30 mL), to provide the title compound (2.3 g, 86percent) as a yellow solid. H (400MHz, DMSO-d6) 8.83 (s, 1H), 7.35 (br s, 2H), 7.03 (s, 1H). LCMS (ES+) 173.95 (M+H), RT 1.46 minutes.
 

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