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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 262931Generated: October 26, 2026

Toluene → 3-(3-Fluoro-4-isopropyl-phenyl)-5-methyltetrahydro-1,3,5-oxadiazin-4-one

https://huagongshe.com/reaction/262931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethylformamideHCID 6228—
ReactantN-(3-Fluoro-4-isopropyl-phenyl)-N'-methyl-ureaHCID 21317057—
ReactantHCID 178486302HCID 178486302—
Catalystp-Toluenesulfonic acidHCID 6101—
Product3-(3-Fluoro-4-isopropyl-phenyl)-5-methyltetrahydro-1,3,5-oxadiazin-4-oneHCID 2131705882%

Reaction Conditions

Temperature80 °C

Reaction Steps

N-(3-Fluoro-4-isopropyl-phenyl)-N'-methyl-urea (one mol=210 g.) and polyoxymethylene (1 mol=90 g.) are dissolved in toluene (800 cc.) in the presence of para-toluenesulphonic acid (0.3 mol=51.6 g.) as a catalyst and of dimethylformamide (0.3 mol=22 g.), and the mixture is heated for 15 minutes at 80° C. After having washed the solution with water and then concentrated it, 3-(3-fluoro-4-isopropyl-phenyl)-5-methyltetrahydro-1,3,5-oxadiazin-4-one is obtained in the form of an oil which is purified by dissolving in hot hexane and recrystallising.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04155747
Source datasetuspto-grants-1979_05
ORD IDord-510a4bf1a90642f583f7a61a6c0b2b29
Source noteuspto-grants-1979_05