Thionyl Chloride → 5-chloromethyl-1-methyl-3-(4-trifluoromethoxy-phenyl)-1H-pyrazole

HRID 915464Notes

Reaction equation

HRID 915464 reaction equation
[CH3:1][N:2]1[C:6]([CH2:7]O)=[CH:5][C:4]([C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=2)=[N:3]1.S(Cl)([Cl:22])=O>C(Cl)(Cl)Cl>[Cl:22][CH2:7][C:6]1[N:2]([CH3:1])[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=2)[CH:5]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 44818672{1-methyl-3-[4-(trifluoromethoxy)phenyl]-1H-pyrazol-5-yl}methanol

Product 1

HCID 674021555-chloromethyl-1-methyl-3-(4-trifluoromethoxy-phenyl)-1H-pyrazole

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In analogy to the procedure described for example 1 b], [2-methyl-5-(4-trifluoromethoxy-phenyl)-2H-pyrazol-3-yl]-methanol (example 11 d]) was reacted with thionyl chloride in chloroform to yield 5-chloromethyl-1-methyl-3-(4-trifluoromethoxy-phenyl)-1H-pyrazole as colorless oil.

Workup

  1. customexample 11 d

Sources & evidence

ORD record
ord-365710b9bdc34581b291054eeb4dad21
Source dataset
uspto-grants-2007_09
Patent number
US07265149B2

Reaction notes

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