Sulfuric Acid → HCID 18780170, compound

HRID 1421624Notes

Reaction equation

HRID 1421624 reaction equation
S(=O)(=O)(O)O.[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:18](=[O:19])[C:17]([CH3:20])=[C:16]([C:21]([F:24])([F:23])[F:22])[C:15](C(OCC)=O)=[N:14]2)=[CH:9][C:8]=1[C:30]([O:32]C(C)C)=[O:31]>O>[Cl:6][C:7]1[C:8]([C:30]([OH:32])=[O:31])=[CH:9][C:10]([N:13]2[C:18](=[O:19])[C:17]([CH3:20])=[C:16]([C:21]([F:24])([F:22])[F:23])[CH:15]=[N:14]2)=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 18780171HCID 18780171, compound

Product 1

HCID 18780170HCID 18780170, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
150 °C

Procedure

Twenty mililiters (20 ml) of a mixture of sulfuric acid and water (v/v=1/1), and 7.3 g of 2-(4-chloro-3-isopropoxycarbonylphenyl)-6-ethoxycarbonyl-4-methyl-5-trifluoromethylpyridazin-3-one (the present compound 1-109) were mixed and heated for 7 hours on a 150° C. oil bath. The reaction solution was cooled to room temperature, poured into 100 ml of water. The precipitated crystals were filtered off, washed with 50 ml of water 3 times, dissolved with 200 ml of ethyl acetate and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to afford 4.88 g of 2-(4-chloro-5-carboxyphenyl)-4-methyl-5-trifluoromethylpyridazin-3-one (yield:89%).

Workup

  1. temperatureThe reaction solution was cooled to room temperature
  2. filtrationThe precipitated crystals were filtered off
  3. washwashed with 50 ml of water 3 times
  4. dissolutiondissolved with 200 ml of ethyl acetate
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-cfec710acdc74a3ca7ce029de739b3f0
Source dataset
uspto-grants-2000_06
Patent number
US06077953

Reaction notes

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