m-Toluidine → HCID 10472875, compound

HRID 2373192Notes

Reaction equation

HRID 2373192 reaction equation
[C:1]([C:4]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:8][N:7]([CH2:16][CH3:17])[C:6](=[O:18])[C:5]=1[N+:19]([O-])=O)(=[O:3])[CH3:2].N[C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[CH:24]=1>C(O)C>[C:1]([C:4]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:8][N:7]([CH2:16][CH3:17])[C:6](=[O:18])[C:5]=1[NH:19][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[CH:24]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7934m-ToluidineHCID 107320155-acetyl-2-ethylnitro6-phenylpyridazin-3(2H)-one

Product 1

HCID 10472875HCID 10472875, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 57 mg (0.20 mmol) of 5-acetyl-2-ethyl-4-nitro-6-phenylpyridazin-3(2H)-one (Dal Piaz, V et al, J. Med. Chem. 1997, 40, 1417) (57 mg, 0.20 mmol) in ethanol (2 ml), m-toluidine (64 mg, 0.60 mmol) was added portionwise. The resulting mixture was stirred at room temperature for 30 min and the final product was collected by filtration and washed with ethanol and diethylether to yield the title compound (24 mg, 35% yield).

Workup

  1. filtrationthe final product was collected by filtration
  2. washwashed with ethanol and diethylether

Sources & evidence

ORD record
ord-3d5789ae142b4eb6b046dd123ea2ce0e
Source dataset
uspto-grants-2008_12
Patent number
US07459453B2

Reaction notes

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