Thionyl Chloride → 3-(chloromethyl)-1-isopropyl-5-methyl-1H-pyrazole hydrochloride

HRID 706731Notes

Reaction equation

HRID 706731 reaction equation
[CH:1]([N:4]1[C:8]([CH3:9])=[CH:7][C:6]([CH2:10]O)=[N:5]1)([CH3:3])[CH3:2].S(Cl)([Cl:14])=O>C(Cl)Cl>[ClH:14].[Cl:14][CH2:10][C:6]1[CH:7]=[C:8]([CH3:9])[N:4]([CH:1]([CH3:3])[CH3:2])[N:5]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23005569[5-methyl-1-(propan-2-yl)-1H-pyrazol-3-yl]methanol

Product 1

HCID 679748333-(chloromethyl)-1-isopropyl-5-methyl-1H-pyrazole hydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To (1-isopropyl-5-methyl-1H-pyrazol-3-yl)methanol (5.3 g, 34 mmol) in DCM (20 mL) at 0° C. was added sulfurous dichloride (20 g, 172 mmol). The cold bath was removed and the reaction mixture was stirred for one hour. Solvent was removed under reduced pressure to give the desired product (99%).

Workup

  1. customThe cold bath was removed
  2. customSolvent was removed under reduced pressure

Sources & evidence

ORD record
ord-98bf553a43de4b1fb9c9e87ccf06f6f9
Source dataset
uspto-grants-2015_11
Patent number
US09174981B2

Reaction notes

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