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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406208Generated: November 1, 2026

Stannane, tributyl(phenylmethyl)- → 9-Benzyl-2-(4-methylphenyl)-2,6-dihydro[1,2,4]triazolo[4,3-c]quinazoline-3,5-dione

https://huagongshe.com/reaction/2406208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannane, tributyl(phenylmethyl)-HCID 141419—
Reactant9-Bromo-2-(4-methylphenyl)-2,6-dihydro[1,2,4]triazolo[4,3-c]quinazoline-3,5-dioneHCID 135870306—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product9-Benzyl-2-(4-methylphenyl)-2,6-dihydro[1,2,4]triazolo[4,3-c]quinazoline-3,5-dioneHCID 13587031765%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a stirred solution of benzyltributyltin (69 mg, 0.184 mmol) and 8a (19.5 mg, 0.0525 mmol) in a mixture of 2 mL of DMF and 1 mL of NEt3, was added Pd(PPh3)4 (6.0 mg, 5.3 μmol). The seal tube was sealed under argon and the mixture was stirred at 110° C. for 18 h. The reaction the mixture was cooled and concentrated to dryness in vacuo and the crude product was purified by chromatography on a silica gel column. Elution with n-heptane/EtOAc (2:1) as eluent yielded 16a as a white solid (13 mg, 65%). mp: 299° C.,

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809355B2
Source datasetuspto-grants-2014_08
ORD IDord-0ea7e6d8e72946018e08c98e6acb2320
Source noteuspto-grants-2014_08