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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975271Generated: October 30, 2026

Dibutyltin oxide → HCID 178423709, compound

https://huagongshe.com/reaction/1975271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibutyltin oxideHCID 61221—
ReactantAzidotrimethylsilaneHCID 78378—
Reactant2-Cyano-4'-methylbiphenylHCID 145512—
SolventTolueneHCID 1140—
ProductHCID 178423709HCID 17842370994.5%

Reaction Steps

To 4-methyl-2'-cyanobiphenyl (53 mg, 0.274 mmol) dissolved in toluene (0.5 mL) was added trimethylsilyl azide (100 μL, 0.73 mmol) and dibutyltin oxide (74 mg, 0.300 mmol). The reaction mixture was heated at ~105° C. for 91 hours, cooled to ambient temperature, concentrated under reduced pressure and flash chromatographed on silica gel eluting with methanol in methylene chloride to give the title compound (61.2 mg). The 300 MHz 1H NMR spectrum was found to be consistent with the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05284954
Source datasetuspto-grants-1994_02
ORD IDord-18718448bfe74114a16c51cbc2653f85
Source noteuspto-grants-1994_02