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[ CAS No. 1851-22-5 ] {[proInfo.proName]}

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Chemical Structure| 1851-22-5
Chemical Structure| 1851-22-5
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Product Details of [ 1851-22-5 ]

CAS No. :1851-22-5 MDL No. :MFCD00128857
Formula : C5H4ClNO Boiling Point : No data available
Linear Structure Formula :- InChI Key :NEXUNCTUUDERGR-UHFFFAOYSA-N
M.W : 129.54 Pubchem ID :123133
Synonyms :

Safety of [ 1851-22-5 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P280-P337+P313-P305+P351+P338-P302+P352-P332+P313-P362 UN#:
Hazard Statements:H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1851-22-5 ]

* 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 [ 1851-22-5 ]

[ 1851-22-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1851-22-5 ]
  • [ 76439-45-7 ]
YieldReaction ConditionsOperation in experiment
With nitric acid; In sulfuric acid; EXAMPLE 141B 4-nitro-3-chloropyridine-N-oxide Example 141B was processed as in Caldwell and Martin (J. Heterocyclic Chem., 1980, 17, 989). Example 141A (16.8 g, 130 mmol) in sulfuric acid (25 mL, 98%), fuming sulfuric acid (30% SO3, 10 mL), and nitric acid (60 mL, 90%) was heated at 120 C. for 2 hours, cooled to room temperature, poured into ice water (200 mL), solid ammonium carbonate was added to bring the solution to pH=9, and extracted with methylene chloride (4*100 mL). The extracts were dried (Na2SO4) and concentrated. The residue was recrystallized from ethyl acetate-hexanes to provide a clean first crop of the title compound. Second crop recrystallizations provided mixtures of title compound and side products. MS (DCI/NH3) m/z 194 (37Cl)/192 (35Cl), (M+NH4)+; 177 (37Cl)/175 (35Cl), (M+H)+; 1H NMR (CDCl3, 300 MHz) delta 8.01 (d, 1H), 8.14 (dd, 1H), 8.32 (d, 1H).
With sulfuric acid; nitric acid; at 0 - 120℃; for 4h; Example 10 3-ETHYL-2- [2-(3-FLUORO-PHENYL)-IMIDAZOL-1-YLMETHYL] -3H-IMIDAZO[4,5-C] PYRIDINE [0212] [CHEMMOL-00024] 1. Preparation of 3-Chloro-4-nitro-pyridine-1-oxide [0213] Aqueous 30% H2O2 (60 mL) was added dropwise to a magnetically stirred solution of 3-chloro-pyridine (12 g, 105 mmol) in acetic anhydride (60 mL) under cold conditions (0 to 10 C.). The resulting mixture is allowed to warm to room temperature slowly and stirred overnight. The reaction mixture is quenched with water (50 mL), diluted with toluene and concentrated to obtain crude N-oxide as an oil that is used without further purification. [0214] Fuming H2SO4 (25 mL) is added dropwise to a solution of crude 3-chloro-pyridine-1-oxide in concentrated H2SO4 (25 mL) with cooling (0 C.) and stirring. HNO3 (fuming, 90%, 60 mL) is added carefully to the above mixture with caution to keep the offset of any exotherm under control, and then allowed to warm up to room temperature slowly. The resulting mixture is then heated at 120 C. for 4 hours with stirring, cooled, and poured into ice-cold water, and extracted with CHCl3. The combined organic phase is washed successively with saturated aqueous NaHCO3, water, brine, dried over Na2SO4, and concentrated in vacuo to afford 3-chloro-4-nitro-pyridine-1-oxide as an yellow solid (10 g) ; 1H NMR (300 MHz, CDCl3): 1H NMR (300 MHz, CDCl3): delta 8.31 (d, J=1.5 Hz, 1H) , 8.13 (dd, J=1.5, 5.4 Hz, 1H) 7.95 (d, J=7.2 Hz, 1H)
  • 2
  • [ 626-60-8 ]
  • [ 1851-22-5 ]
  • [ 76439-45-7 ]
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide; nitric acid; In sulfuric acid; acetic anhydride; 1. Preparation of 3-Chloro-4-nitro-pyridine-1-oxide Aqueous 30% H2O2 (60 mL) is added dropwise to a magnetically stirred solution of 3-chloro-pyridine (12 g, 105 mmol) in acetic anhydride (60 mL) under cold conditions (0 to 10 C.). The resulting mixture is allowed to warm up to room temperature slowly and then stirred overnight at room temperature. The reaction mixture is quenched with water (50 mL), diluted with toluene and concentrated to obtain the crude N-oxide as an oil in near quantitative yield. Fuming H2SO4 (25 mL) is added dropwise to a solution of crude 3-chloro-pyridine-1-oxide in concentrated H2SO4 (25 mL) under cold conditions (0 C.) with stirring. HNO3 (fuming, 90%, 60 mL) is added carefully to the above mixture with caution to keep the offset of any exotherm under control, and then allowed to warm to room temperature slowly. The resulting mixture is then heated at 120 C. for 4 h with stirring, cooled, poured into ice-cold water, and extracted with CHCl3. The combined organic phase is washed successively with saturated aqueous NaHCO3, water, brine, dried over Na2SO4, and concentrated in vacuo to afford 3-Chloro-4-nitro-pyridine-1-oxide as an yellow solid. 1H NMR (300 MHz, CDCl3): delta 8.31 (d, J=1.5 Hz, 1H), 8.13 (dd, J=1.5, 5.4 Hz, 1H), 7.95 (d, J=7.2 Hz, 1H)
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