Sulfuric Acid → HCID 136941909, compound

HRID 628543Notes

Reaction equation

HRID 628543 reaction equation
[CH3:1][N:2]1[C:6]([S:7][CH3:8])=[C:5]([CH3:9])[C:4]([C:10]2[CH:15]=[CH:14][C:13]([O:16]C(C)C)=[C:12]([CH3:20])[CH:11]=2)=[N:3]1.S(=O)(=O)(O)O>>[CH3:1][N:2]1[C:6]([S:7][CH3:8])=[C:5]([CH3:9])[C:4]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[C:12]([CH3:20])[CH:11]=2)=[N:3]1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 117724770HCID 117724770, compound

Product 1

HCID 136941909HCID 136941909, compoundYield 95.9%

Conditions

Temperature
0 °C

Procedure

A mixture of 1,4-dimethyl-3-(4-isopropoxy-3-methyl-phenyl)-5-methylthio-1H-pyrazole (described in Reference Preparation example 104) 8.9 g and 30% aqueous sulfuric acid solution 120 ml was stirred with heating under reflux for twenty hours. The reaction mixture was cooled to 0° C. and thereto was added ice water 50 ml. The resulting precipitates were filtered and were washed with cool water and hexane, and were concentrated under reduced pressure to give 4-(1,4-dimethyl-5-methylthio-1H-pyrazol-3-yl)-2-methyl-phenol 7.3 g.

Workup

  1. temperaturewith heating
  2. temperatureunder reflux for twenty hours
  3. customThe resulting precipitates
  4. filtrationwere filtered
  5. washwere washed with cool water and hexane
  6. concentrationwere concentrated under reduced pressure

Sources & evidence

ORD record
ord-256eeef5156448a9863ef2953f39163a
Source dataset
uspto-grants-2016_04
Patent number
US09314023B2

Reaction notes

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