Sulfuric Acid → HCID 13913427, compound

HRID 2107880Notes

Reaction equation

HRID 2107880 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([F:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[CH:4][C:3]=1C(OCC)=O.S(=O)(=O)(O)O>>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([F:13])=[CH:11][C:10]([C:14]([F:15])([F:17])[F:16])=[CH:9][C:8]=2[Cl:18])[N:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 14421338HCID 14421338, compound

Product 1

HCID 13913427HCID 13913427, compoundYield 82.1%

Procedure

250 g (0.71 mol) of 5-amino-4-ethoxycarbonyl-1-(2-chloro-6-fluoro-4-trifluoromethylphenyl)-pyrazole are heated in 650 ml of 50% strength aqueous sulphuric acid at 120° C. for 2 hours, during which the volatile constituents distil off. The mixture is heated at 115° C. to 120° C. for a further 5 hours and then cooled, 3 l of ice-water are added, the pH is adjusted to 8 to 9 using aqueous sodium hydroxide solution, and the precipitate formed is filtered off, washed with water and dried in vacuo at 50° C. 163 g (82% of theory) of 5-amino-1-(2-chloro-6-fluoro-4-trifluoromethylphenyl)-pyrazole of melting point 87°-90° C. are obtained.

Workup

  1. customdistil off
  2. temperatureThe mixture is heated at 115° C. to 120° C. for a further 5 hours
  3. temperaturecooled
  4. addition3 l of ice-water are added
  5. customthe precipitate formed
  6. filtrationis filtered off
  7. washwashed with water
  8. customdried in vacuo at 50° C

Sources & evidence

ORD record
ord-d6fd3caba1cd4ee5bd8c6778c0a5d86b
Source dataset
uspto-grants-1990_06
Patent number
US04936892

Reaction notes

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