Hydrazine → HCID 178422629, compound

HRID 2221102Notes

Reaction equation

HRID 2221102 reaction equation
[CH2:1]=[C:2]([CH2:6][C:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3](O)=[O:4].[NH2:15][NH2:16]>CO>[CH3:1][C:2]1[CH:6]=[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:16]=[N:15][C:3]=1[OH:4]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 11830208HCID 11830208, compound

Product 1

HCID 178422629HCID 178422629, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of compound 5A, (4.48 g, 23.6 mmol) in 50 mL of methanol at 35° C. under argon was added hydrazine (0.75 mL, 35.3 mmol) over 5 min The reaction mixture was then heated to reflux under argon for 2 h, as a precipitate formed. The reaction mixture was then cooled and evaporated under reduced pressure. The solid residue was slurried in isopropanol, filtered and air-dried to give 4-methyl-6-phenylpyridazin-3-ol (2.66 gm, 61%) as a yellow solid. MS [M+H]+: found 187.

Workup

  1. temperaturewas then heated
  2. temperatureto reflux under argon for 2 h, as a precipitate
  3. customformed
  4. temperatureThe reaction mixture was then cooled
  5. customevaporated under reduced pressure
  6. filtrationfiltered
  7. customair-dried

Sources & evidence

ORD record
ord-060ada5a49594453b9242a303ad92dc9
Source dataset
uspto-grants-2008_05
Patent number
US07368458B2

Reaction notes

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