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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772606Generated: October 31, 2026

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

https://huagongshe.com/reaction/1772606

Reaction equation

Participants

RoleNameHCIDCharge
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 13694207396%

Reaction Conditions

Temperature95 °C

Reaction Steps

To a solution of compound 10a (5.80 g, 22.6 mmol) in AcOH (20 mL), was added Br2 (7.30 g, 45.7 mmol) dropwise. The reaction mixture was stirred at 95° C. for 30 min. After cooling to rt, the product was precipitated by addition of Et2O and collected by filtration and washed with Et2O to obtain compound 10b as a yellow solid (5.50 g, 96% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C9H8BrN3O: 254.0 (M+H). Found 254.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249163B2
Source datasetuspto-grants-2016_02
ORD IDord-d8090a075fba402597d5bdddcad8c062
Source noteuspto-grants-2016_02