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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545274Generated: October 26, 2026

Bromobenzene → 1,6-dimethyl-4-hydroxy-2-oxo-N-(1,3,4-thiadiazol-2-yl)-1,2-dihydropyridine-3-carboxamide

https://huagongshe.com/reaction/545274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
Reactant1,3,4-Thiadiazol-2-amineHCID 19909—
ReactantEthyl 1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylateHCID 57619607—
Product1,6-dimethyl-4-hydroxy-2-oxo-N-(1,3,4-thiadiazol-2-yl)-1,2-dihydropyridine-3-carboxamideHCID 5761962074.7%

Reaction Steps

213 mg of ethyl 1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxyl ate and 94 mg of 2-amino-1,3,4-thiadiazole were added to 2.5 ml of bromobenzene, then, the mixture was stirred for 6.5 hours under heat refluxing condition. The reaction mixture was cooled to room temperature, then, the resulting solid was collected by filtration, and washed with a mixed solvent of t-butyl methyl ether and hexane and dried to obtain 185 mg of 1,6-dimethyl-4-hydroxy-2-oxo-N-(1,3,4-thiadiazol-2-yl)-1,2-dihydropyridine-3-carboxamide (hereinafter, referred to as present compound 16) represented by the formula:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935716B2
Source datasetuspto-grants-2011_05
ORD IDord-c1376a31ee5f4314bfe5dfaf7bf36dfa
Source noteuspto-grants-2011_05