Thionyl Chloride → 3-(2-Hydroxyethoxymethyl)pyrazole

HRID 1834244Notes

Reaction equation

HRID 1834244 reaction equation
Cl[CH2:2][C:3]1[CH:7]=[CH:6][NH:5][N:4]=1.[OH:8][CH2:9][C:10]1C=CNN=1.S(Cl)(Cl)=[O:16].[Na]>C(O)CO>[OH:8][CH2:9][CH2:10][O:16][CH2:2][C:3]1[CH:7]=[CH:6][NH:5][N:4]=1

Participants

6

Reactant 4

HCID 24386Thionyl ChlorideHCID 5360545SodiumHCID 178478439HCID 178478439, compoundHCID 178519763HCID 178519763, compound

Product 1

HCID 1785214303-(2-Hydroxyethoxymethyl)pyrazole

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

3-Chloromethylpyrazole, prepared by reacting with 3-hydroxymethylpyrazole with thionyl chloride, is reacted with the sodium salt of ethylene glycol to give 3-(2-hydroxyethoxymethyl)-pyrazole. Treatment of 3-(2-hydroxyethoxymethyl)pyrazole with thionyl chloride gives 3-(2-chloroethoxymethyl)pyrazole.

Sources & evidence

ORD record
ord-4c2a08ef01df4451b3348bd2cf847db8
Source dataset
uspto-grants-1978_01
Patent number
US04069327

Reaction notes

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