Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241736Generated: October 27, 2026

Water → 5-(4-Chloro-phenyl)-3-(4-nitro-benzyl)-3,6-dihydro[1,3,4]thiadiazin-2-one

https://huagongshe.com/reaction/241736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Nitrobenzyl bromideHCID 66011—
Reactant5-(4-Chlorophenyl)-3,6-dihydro-1,3,4-thiadiazin-2-oneHCID 329473—
SolventAcetonitrileHCID 6342—
Product5-(4-Chloro-phenyl)-3-(4-nitro-benzyl)-3,6-dihydro[1,3,4]thiadiazin-2-oneHCID 66636793—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of the compound obtained in Step A (57.83 mmoles) in acetonitrile (260 ml) there are added 1-bromomethyl-4-nitro-benzene (63.61 mmoles) and potassium carbonate (231.32 mmoles). The reaction mixture is stirred at 80° C. for 1 hour under nitrogen. The reaction mixture is brought to ambient temperature and 100 ml of water are added. Extraction with ethyl ether (3×350 ml) is carried out and the organic phases are combined. The organic phase obtained is dried over sodium sulphate, filtered and evaporated to dryness. The solid is triturated in ethyl ether, filtered off and dried in vacuo to yield the title product, which is used directly in the next Step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653073B2
Source datasetuspto-grants-2014_02
ORD IDord-21b2e5ca2f1749cfbb9b7b173a5964d8
Source noteuspto-grants-2014_02