Thionyl Chloride → 4-(Chloromethyl)-2,5-dimethyloxazole hydrochloride

HRID 1587394Notes

Reaction equation

HRID 1587394 reaction equation
[CH3:1][C:2]1[O:3][C:4]([CH3:9])=[C:5]([CH2:7]O)[N:6]=1.S(Cl)([Cl:12])=O>ClC(Cl)Cl>[ClH:12].[Cl:12][CH2:7][C:5]1[N:6]=[C:2]([CH3:1])[O:3][C:4]=1[CH3:9]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 7162083(Dimethyl-1,3-oxazol-4-yl)methanol

Product 1

HCID 191050724-(Chloromethyl)-2,5-dimethyloxazole hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 18.5 parts of 2,5-dimethyl-4-oxazolemethanol in 200 parts of trichloromethane there were added dropwise 21.1 parts of thionyl chloride. After stirring for 2 hours at room temperature, the reaction mixture was evaporated and the residue was co-evaporated with methylbenzene, yielding 26.4 parts (100%) of 4-(chloromethyl)-2,5-dimethyloxazole hydrochloride (interm. 26).

Workup

  1. customthe reaction mixture was evaporated

Sources & evidence

ORD record
ord-782e7eb171f349928810bda31eaa06a6
Source dataset
uspto-grants-1993_06
Patent number
US05217980

Reaction notes

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