Isopropanol → 5-Isopropoxy-1H-pyrazol-3-amine

HRID 1967549Notes

Reaction equation

HRID 1967549 reaction equation
CS(O)(=O)=O.[NH2:6][C:7]1(N)[CH:11]=[C:10]([OH:12])[N:9]=[N:8]1.[CH3:14][CH:15](O)[CH3:16]>>[CH:15]([O:12][C:10]1[NH:9][N:8]=[C:7]([NH2:6])[CH:11]=1)([CH3:16])[CH3:14]

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 6395Methanesulfonic AcidHCID 66872406HCID 66872406, compound

Product 1

HCID 1784587215-Isopropoxy-1H-pyrazol-3-amineYield 15%

Conditions

Temperature
120 °C

Procedure

Methanesulfonic acid (25 mL) was added to a 2-propanol (250 mL) solution of 3-amino-5-hydroxypyrazolamine (25 g), and stirred at 120° C. for 2 days. The reaction liquid was left cooled, and the solvent was evaporated off under reduced pressure. Aqueous saturated sodium hydrogencarbonate solution was added to the residue, then extracted with ethyl acetate, and dried with sodium sulfate. The drying agent was removed through filtration, and the solvent was evaporated off under reduced pressure to give the intended product (5.35 g, 15%).

Workup

  1. customThe reaction liquid
  2. waitwas left
  3. temperaturecooled
  4. customthe solvent was evaporated off under reduced pressure
  5. additionAqueous saturated sodium hydrogencarbonate solution was added to the residue
  6. extractionextracted with ethyl acetate
  7. dry with materialdried with sodium sulfate
  8. customThe drying agent was removed through filtration
  9. customthe solvent was evaporated off under reduced pressure

Sources & evidence

ORD record
ord-8189af30ec6b45298fe51717c43fe439
Source dataset
uspto-grants-2013_04
Patent number
US08420823B2

Reaction notes

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