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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 856686Generated: October 30, 2026

Tetrahydrofuran → 4,6-Dimethyl-2-[(4-nitrobenzyl)sulfanyl]pyrimidine

https://huagongshe.com/reaction/856686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant4-Nitrobenzyl bromideHCID 66011—
Reactant4,6-dimethylpyrimidine-2-thiolHCID 178426632—
SolventWaterHCID 962—
Product4,6-Dimethyl-2-[(4-nitrobenzyl)sulfanyl]pyrimidineHCID 57251956.5%

Reaction Steps

To 4,6-dimethylpyrimidine-2-thiol (9.1 g) was added THF (70 ml), and to this solution was added triethylamine (21.5 ml) and then, 4-nitrobenzyl bromide (10 g), and the mixture was stirred for 5 hours at 50° C. After cooling to room temperature, the mixture was added to water, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure and the obtained residue was washed with hexane/ethyl acetate, to give 4,6-dimethyl-2-[(4-nitrobenzyl)sulfanyl]pyrimidine (7.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07262185B2
Source datasetuspto-grants-2007_08
ORD IDord-07ccde13f34844d6b2f5bfe783c9854c
Source noteuspto-grants-2007_08