Sulfuric Acid → HCID 18780172, compound

HRID 1421620Notes

Reaction equation

HRID 1421620 reaction equation
[Cl:1][C:2]1[C:7]([O:8]C(C)C)=[CH:6][C:5]([N:12]2[C:17](=[O:18])[C:16]([CH3:19])=[C:15]([C:20]([F:23])([F:22])[F:21])[C:14]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[N:13]2)=[C:4]([F:29])[CH:3]=1.S(=O)(=O)(O)O>O>[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]([N:12]2[C:17](=[O:18])[C:16]([CH3:19])=[C:15]([C:20]([F:21])([F:23])[F:22])[C:14]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[N:13]2)=[C:4]([F:29])[CH:3]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 18780174HCID 18780174, compound

Product 1

HCID 18780172HCID 18780172, compoundYield 86.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

One gram (1.0 g) of 2-(4-chloro-2-fluoro-5-isopropoxyphenyl)-6-ethoxycarbonyl-4-methyl-5-trifluoromethylpyridazin-3-one and 1.0 g of sulfuric acid are mixed at room temperature, and stirred for 30 minutes. The reaction mixture was poured into water and extracted with 100 ml of ethyl acetate. The organic layer was washed with 50 ml of water 3 times and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the obtained crystals was washed with 50 ml of n-hexane to afford 0.78 g of 2-(4-chloro-2-fluoro-5-hydroxyphenyl)-6-ethoxycarbonyl-4-methyl-5-trifluoromethylpyridazin-3-one, the present compound 1-27 (yield 87%).

Workup

  1. extractionextracted with 100 ml of ethyl acetate
  2. washThe organic layer was washed with 50 ml of water 3 times
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. washthe obtained crystals was washed with 50 ml of n-hexane

Sources & evidence

ORD record
ord-0eeff93d621b44c7bd39c76aea82144f
Source dataset
uspto-grants-2000_06
Patent number
US06077953

Reaction notes

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