Sulfuric Acid → HCID 21812830, compound

HRID 1626494Notes

Reaction equation

HRID 1626494 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH:12]=[C:11]([NH:13]C(=O)C3C=CC=CC=3)[CH:10]=[N:9]2)[CH:5]=[CH:6][CH:7]=1.S(=O)(=O)(O)O.[OH-].[Na+]>O>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH:12]=[C:11]([NH2:13])[CH:10]=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 67287365HCID 67287365, compound

Product 1

HCID 21812830HCID 21812830, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-(1-(3-chlorophenyl)-1H-pyrazol-4-yl)benzamide (1.34 g, 4.5 mmol) was heated with 68% sulfuric acid (24 mL) at 100° C. for 2 hours and then at 110° C. for 3 hours. The reaction was diluted with water (100 mL) and basified with sodium hydroxide solution. The aqueous mixture was extracted with ethyl acetate. The combined extracts were dried (sodium sulfate), filtered and evaporated. The solid were dried under high vacuum to provide the title compound (0.82 g; 94%) as a brown solid.

Workup

  1. extractionThe aqueous mixture was extracted with ethyl acetate
  2. dry with materialThe combined extracts were dried (sodium sulfate)
  3. filtrationfiltered
  4. customevaporated
  5. customThe solid were dried under high vacuum

Sources & evidence

ORD record
ord-6deace79bd3a4d6db38dc3f95fcd23c9
Source dataset
uspto-grants-2014_07
Patent number
US08785445B2

Reaction notes

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