Hydrazine → HCID 178518896, compound

HRID 594006Notes

Reaction equation

HRID 594006 reaction equation
[C:1]([C:9]1[CH:13]=[CH:12][O:11][C:10]=1[C:14]([OH:16])=O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:17][NH2:18]>[NH4+].[Cl-].CCOC(C)=O>[C:2]1([C:1]2[C:9]3[CH:13]=[CH:12][O:11][C:10]=3[C:14]([OH:16])=[N:18][N:17]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 9321HydrazineHCID 19382374HCID 19382374, compound

Product 1

HCID 178518896HCID 178518896, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 25517Ammonium ChlorideSolvent

Procedure

A brown solution of 3-benzoylfuran-2-carboxylic acid (0.770 g, 3.56 mmol) and anhydrous hydrazine (0.568 ml, 17.8 mmol) was heated to 100° C. in a sealed tube for approx. 72 h. The reaction was cooled, and diluted with sat'd aq. NH4Cl and EtOAc. The organic layer was washed with sat'd aq. NH4Cl and brine, and dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to give 4-phenylfuro[3,2-d]pyridazin-7-ol which was carried on without further purification. MS m/z=213 [M+H]+. Calc'd for C12H8N2O2: 212.2.

Workup

  1. temperatureThe reaction was cooled
  2. washThe organic layer was washed with sat'd aq. NH4Cl and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-147d5408656649ef8e796aa55981bbc8
Source dataset
uspto-grants-2016_01
Patent number
US09242961B2

Reaction notes

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