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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718645Generated: October 29, 2026

Diethyl Ether → 3-(4-Bromophenyl)-1-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one

https://huagongshe.com/reaction/718645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantBromineHCID 24408—
Reactant1-[(E)-(4-bromophenyl)methylideneamino]-1-methylureaHCID 117727902—
SolventAcetic AcidHCID 176—
Product3-(4-Bromophenyl)-1-methyl-4,5-dihydro-1H-1,2,4-triazol-5-oneHCID 136942073—

Reaction Conditions

Temperature95 °C

Reaction Steps

To a solution of compound 51a (5.8 g, 23 mmol) in AcOH (20 mL) was added Br2 (7.3 g, 46 mmol) dropwise at 95° C. The reaction mixture was stirred for another 30 min at 95° C. and allowed to cool to rt. Et2O (100 mL) was added. The solids formed were collected by filtration and washed with Et2O (2×30 mL) to obtain compound 51b as a yellow solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C9H8BrN3O: 254.0 (M+H). Found 254.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193736B2
Source datasetuspto-grants-2015_11
ORD IDord-7bf44100fb174ae3867610b764c83633
Source noteuspto-grants-2015_11