Thionyl Chloride → 4-(2-chloroethyl)-1-methyl-1H-pyrazole

HRID 385888Notes

Reaction equation

HRID 385888 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([CH2:7][CH2:8]O)[CH:4]=[N:3]1.S(Cl)([Cl:12])=O>>[Cl:12][CH2:8][CH2:7][C:5]1[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 170280762-(1-Methyl-1H-pyrazol-4-yl)ethanol

Product 1

HCID 595256864-(2-chloroethyl)-1-methyl-1H-pyrazole

Procedure

To excess thionyl chloride (250 mL) at 0° C. was added 2-(1-methyl-1H-pyrazol-4-yl)ethanol (82 g, 0.651 mol). The reaction mixture was heated to reflux for 15 minutes. The excess thionyl chloride was removed in vacuo and the crude product was purified by recrystallization from EtOH to afford the title compound.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 15 minutes
  3. customThe excess thionyl chloride was removed in vacuo
  4. customthe crude product was purified by recrystallization from EtOH

Sources & evidence

ORD record
ord-8cf3da863bb44cb5b5e5721caf418352
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

Loading…