Water → HCID 70011121, compound

HRID 1368025Notes

Reaction equation

HRID 1368025 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=[N:10]2)=[C:4]([N+:20]([O-])=O)[C:3]=1[O:23][CH3:24].O>C(O)(=O)C.[Fe]>[CH2:11]([C:24]1[O:23][C:3]2[C:2]([Cl:1])=[CH:7][C:6]([F:8])=[C:5]([N:9]3[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=[N:10]3)[C:4]=2[N:20]=1)[CH:12]([CH3:16])[CH3:13]

Participants

5

Reactant 2

HCID 962WaterHCID 18519606HCID 18519606, compound

Product 1

HCID 70011121HCID 70011121, compoundYield 166.9%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 2-(4-chloro-6-fluoro-3-methoxy-2-nitrophenyl)-5-trifluoromethylpyridazin-3-one (0.52 g) and iron powder (0.4 g) in acetic acid (30 ml) was stirred overnight at ambient temperature. The reaction solution was poured into water and extracted with ethyl acetate. The organic phase was washed with brine (×3) and dried over anhydrous sodium sulfate. The solvent was removed to give the title compound (0.46 g). 1H NMR (CDCl3, 300 MHz) 3.88 (3H, s), 4.19 (2H, br s), 6.67 (1H, d, J=9.6 Hz), 7.31 (1H, m), 8.10 (1H, d, J=2.2 Hz) ppm.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with brine (×3)
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was removed

Sources & evidence

ORD record
ord-d43b9dcf147a4ff0884ed0dce2b5e732
Source dataset
uspto-grants-2003_06
Patent number
US06573218B1

Reaction notes

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