Hydrochloric Acid → HCID 57749149, compound

HRID 1874326Notes

Reaction equation

HRID 1874326 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]([N+:13]([O-])=O)=[N:11][CH:12]=2)=[CH:4][C:3]=1[N+:18]([O-])=O.Cl.C(O)C>O>[NH2:18][C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][C:2]=1[Cl:1])[O:6][C:7]1[CH:8]=[CH:9][C:10]([NH2:13])=[N:11][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 57749110HCID 57749110, compound

Product 1

HCID 57749149HCID 57749149, compoundYield 66.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 5-(4-chloro-3-nitrophenoxy)-2-nitropyridine (3.80 g, 12.9 mmol), reduced iron (4.84 g, 86.7 mmol), 6N hydrochloric acid (2 mL), ethanol (20 mL) and water (4 mL) was stirred at 85° C. for 2 hr. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure. The residue was collected by filtration and washed with ethyl acetate-hexane to give the title compound (2.02 g, 66%) as a gray solid.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. filtrationThe residue was collected by filtration
  4. washwashed with ethyl acetate-hexane

Sources & evidence

ORD record
ord-f5461f154df04d8eb4a594463746ba69
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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