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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 501512Generated: October 25, 2026

Toluene → 4-Isocyanato-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

https://huagongshe.com/reaction/501512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhosgeneHCID 6371—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Amino-5,6,7,8-tetrahydronaphthalene-1-carbonitrile, hydrochloride saltHCID 131726977—
SolventDichloromethaneHCID 6344—
Product4-Isocyanato-5,6,7,8-tetrahydronaphthalene-1-carbonitrileHCID 5975430499.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirring suspension of compound 2D (0.10 g, 0.48 mmol) and NaHCO3 (0.404 g, 4.80 mmol) in CH2Cl2 (4 mL) cooled to 0° C. was rapidly added a solution of phosgene (20%) in toluene (0.95 mL, 4.32 mmol). After addition, the mixture was stirred at rt for 2 h, then filtered to remove the solid. The filtrate was concentrated under reduced pressure, the resulting solid residue dried under vacuum for 1 h to afford compound 2E (95 mg) as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772267B2
Source datasetuspto-grants-2010_08
ORD IDord-d93fd10229394289bffabb38e613fd6d
Source noteuspto-grants-2010_08