Ammonium Chloride → HCID 69281520, compound

HRID 2409095Notes

Reaction equation

HRID 2409095 reaction equation
[Cl:1][C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][O:10][CH2:9][CH2:8]2)[N:5]=[CH:4][C:3]=1[N+:13]([O-])=O.[Cl-].[NH4+]>C(O)C.[Fe]>[Cl:1][C:2]1[N:6]([CH:7]2[CH2:8][CH2:9][O:10][CH2:11][CH2:12]2)[N:5]=[CH:4][C:3]=1[NH2:13]

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 69093111HCID 69093111, compound

Product 1

HCID 69281520HCID 69281520, compoundYield 84.3%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 5-chloro-4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole (0.4 g, 2 mmol) in ethanol (10 mL) was added ammonium chloride (0.3 g, 5 mmol) and iron (0.3 g). The reaction was stirred at 90° C. for 30 minutes before filtered through celite and concentrated. The residue was triturated in EtOAc and filtered. The filtrated was concentrated to give the title compound (0.34 g, quant.)

Workup

  1. filtrationbefore filtered through celite
  2. concentrationconcentrated
  3. customThe residue was triturated in EtOAc
  4. filtrationfiltered
  5. concentrationThe filtrated was concentrated

Sources & evidence

ORD record
ord-7310cc93bfe14a4fa0b99947b5a47518
Source dataset
uspto-grants-2014_08
Patent number
US08815882B2

Reaction notes

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