Hydrazine → 5-bromo-6-p-tolylpyridazin-3(2H)-one

HRID 1430606Notes

Reaction equation

HRID 1430606 reaction equation
Br[C:2]1[C:3](=O)[O:4][CH:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)[C:6]=1[Br:7].[NH2:16][NH2:17]>C(O)C>[Br:7][C:6]1[C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[N:17][NH:16][C:3](=[O:4])[CH:2]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 109036873,4-Dibromo-5-p-tolylfuran-2(5H)-one

Product 1

HCID 674344105-bromo-6-p-tolylpyridazin-3(2H)-oneYield 55.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 3,4-dibromo-5-p-tolylfuran-2(5H)-one (0.5 g, 1.506 mmol) in ethanol (5 mL) was added NH2NH2 (0.047 mL, 1.506 mmol) at 0° C. The mixture was stirred at room temperature overnight. The precipitate was filtered and dried under reduced pressure to give the title compound as a beige solid (0.22 g). LCMS m/z=264.9 [M+H]+.

Workup

  1. filtrationThe precipitate was filtered
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-fd39aa5fc7124ab48029a7f952bd51e1
Source dataset
uspto-grants-2015_01
Patent number
US08940891B2

Reaction notes

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