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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1018923Generated: October 30, 2026

Dimethylformamide → 2-tert-Butyl-4-chloro-6-(trifluoromethyl)pyrimidine

https://huagongshe.com/reaction/1018923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 178441869HCID 178441869—
SolventDichloromethaneHCID 6344—
Product2-tert-Butyl-4-chloro-6-(trifluoromethyl)pyrimidineHCID 1583748396%

Reaction Steps

Firstly 86.5 ml of thionyl chloride and then 8 ml of DMF were added dropwise to a solution of 60 g (0.27 mol) of 2-t-butyl-4-hydroxy-6-trifluoromethylpyrimidine in 800 ml of dichloromethane, and then the mixture was refluxed. The volatile constituents were removed under reduced pressure, the residue was taken up in 100 ml of dichloromethane, the pH was adjusted to 7 with saturated NaHCO3 solution and, after workup by extraction, 67 g (96%) of a clear oil were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06486162B2
Source datasetuspto-grants-2002_11
ORD IDord-e73307536edf4fe3b7c5451e4ba73b48
Source noteuspto-grants-2002_11