Ammonium Hydroxide → HCID 57662781, compound

HRID 930872Notes

Reaction equation

HRID 930872 reaction equation
Cl[C:2]1[C:3](=[O:10])[N:4]([CH3:9])[N:5]=[C:6]([Cl:8])[CH:7]=1.[OH-].[NH4+:12]>>[NH2:12][C:2]1[C:3](=[O:10])[N:4]([CH3:9])[N:5]=[C:6]([Cl:8])[CH:7]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 124099104,6-Dichloro-2-methylpyridazin-3(2H)-one

Product 1

HCID 57662781HCID 57662781, compoundYield 87%

Conditions

Temperature
150 °C

Procedure

A mixture of 4,6-dichloro-2-methylpyridazin-3(2H)-one (5.0 g, 27.9 mmol) and ammonium hydroxide (55 mL, 1412 mmol) was heated at 150° C. for 2 hours and then cooled to room temperature. The solvent was removed, and the residue was dissolved in ethyl acetate and washed with water. The aqueous layer was extracted with additional ethyl acetate three times. The combined organic layers were washed with brine, dried and concentrated. The residue was purified by flash chromatography (silica gel, eluted with 40% ethyl acetate in hexanes to afford 3.85 g (87%) of the title compound.

Workup

  1. temperaturecooled to room temperature
  2. customThe solvent was removed
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washwashed with water
  5. extractionThe aqueous layer was extracted with additional ethyl acetate three times
  6. washThe combined organic layers were washed with brine
  7. customdried
  8. concentrationconcentrated
  9. customThe residue was purified by flash chromatography (silica gel
  10. washeluted with 40% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-7bf8555480594eb19de9bdcbd4edb2cb
Source dataset
uspto-grants-2016_03
Patent number
US09296741B2

Reaction notes

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