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Chemical Structure| 16013-85-7 Chemical Structure| 16013-85-7
Chemical Structure| 16013-85-7

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CAS No.: 16013-85-7

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Synonyms: 3-Nitro-2,6-dichloropyridine

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Product Details of 2,6-Dichloro-3-nitropyridine

CAS No. :16013-85-7
Formula : C5H2Cl2N2O2
M.W : 192.99
SMILES Code : C1=C(C(=NC(=C1)Cl)Cl)[N+](=O)[O-]
Synonyms :
3-Nitro-2,6-dichloropyridine
MDL No. :MFCD00006234
InChI Key :SHCWQWRTKPNTEM-UHFFFAOYSA-N
Pubchem ID :85239

Safety of 2,6-Dichloro-3-nitropyridine

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

Application In Synthesis of 2,6-Dichloro-3-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.

  • Upstream synthesis route of [ 16013-85-7 ]
  • Downstream synthetic route of [ 16013-85-7 ]

[ 16013-85-7 ] Synthesis Path-Upstream   1~3

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YieldReaction ConditionsOperation in experiment
45% With cesium fluoride In dimethyl sulfoxide at 90℃; for 0.5 h; General procedure: To asolution of 3-bromo-2,6-dichloropyridine (4.70 g, 20.7 mmol) in DMSO (103 ml)was added cesium fluoride (12.6 g, 82.9 mmol) at room temperature. The mixturewas stirred at 80 °C under air for 8 h. The mixture was poured into water atroom temperature and extracted with Et2O. The organic layer wasseparated, washed with water and brine, dried over Na2SO4and concentrated in vacuo. (400 Torr, 40 °C). The residue was purified bycolumn chromatography (silica gel, eluted with EtOAc in hexane) to give 3-bromo-2,6-difluoropyridine (3B) (2.58 g, 64percent) as colorless oil. 1H NMR (CDCl3)δ: 6.79 1H,dd, J = 8.3, 3.0 Hz), 8.03 (1H, ddd, J = 8.4, 8.4 7.0 Hz). 19F NMR(CDCl3) δ: -69.3 Hz, -63.8 Hz.?The compound 4B-8B were prepared in a manner similarto that described for 3B.
References: [1] Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 11.1, p. 2420 - 2429.
[2] Tetrahedron Letters, 2015, vol. 56, # 44, p. 6043 - 6046.
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  • [ 58602-02-1 ]
References: [1] Tetrahedron, 2001, vol. 57, # 4, p. 739 - 750.
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  • [ 108118-69-0 ]
References: [1] Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 11.1, p. 2420 - 2429.
 

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