Thionyl Chloride → HCID 67259905, compound

HRID 79394Notes

Reaction equation

HRID 79394 reaction equation
[CH:1]([N:4]1[CH:8]=[CH:7][C:6]([CH2:9]O)=[N:5]1)([CH3:3])[CH3:2].S(Cl)([Cl:13])=O>C(Cl)Cl>[ClH:13].[Cl:13][CH2:9][C:6]1[CH:7]=[CH:8][N:4]([CH:1]([CH3:3])[CH3:2])[N:5]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23005538(1-(propan-2-yl)-1H-pyrazol-3-yl)methanol

Product 1

HCID 67259905HCID 67259905, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (1-isopropyl-1H-pyrazol-3-yl)methanol (3.45 g, 24.61 mmol) in DCM (50 mL) was added thionyl chloride (5.386 mL, 73.83 mmol) at ambient temperature. The mixture was allowed to stir at ambient temperature for 18 hours. The mixture was concentrated under vacuum to afford 3-(chloromethyl)-1-isopropyl-1H-pyrazole hydrochloride (4.1 g, 85% yield) as a yellow gum.

Workup

  1. concentrationThe mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-e169da713b8f4be4a67f53fa164ab8a4
Source dataset
uspto-grants-2014_09
Patent number
US08841455B2

Reaction notes

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