Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1917089Generated: November 2, 2026

Pyridine → 6-bromo-4-methyl-2-o-tolyl-2H-[1,2,4]triazine-3,5-dione

https://huagongshe.com/reaction/1917089

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant6-bromo-4-methyl-1,2,4-triazine-3,5(2h,4h)-dioneHCID 260564—
Reactant2-Methylphenyl boronic acidHCID 2733267—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
Product6-bromo-4-methyl-2-o-tolyl-2H-[1,2,4]triazine-3,5-dioneHCID 5826975875%

Reaction Steps

0.5 g (2.43 mmol) of intermediate 2a are placed in the presence of 0.4 mL (4.85 mmol) of pyridine, 0.66 g (4.85 mmol) of o-tolyl boronic acid, 0.66 g (3.64 mmol) of copper acetate in 50 mL of CH2Cl2. The reaction medium is stirred for 24 h at room temperature and then filtered on celite. The filtrate is washed with water, and then with 0.01N hydrochloric acid. After drying on MgSO4, the organic phase is dry concentrated. After washing the obtained residue with diethyl ether, 0.54 g of a white solid corresponding to the compound 41 are isolated (yield 75%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618287B2
Source datasetuspto-grants-2013_12
ORD IDord-5a995bddab3044f694c4664d26f44fd0
Source noteuspto-grants-2013_12