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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844267Generated: October 31, 2026

Thiophosgene → 1-Cyclopropyl-4-isothiocyanatonaphthalene

https://huagongshe.com/reaction/1844267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophosgeneHCID 10040—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Cyclopropylnaphthalen-1-amineHCID 53482112—
SolventDichloromethaneHCID 6344—
Product1-Cyclopropyl-4-isothiocyanatonaphthaleneHCID 56595458149.7%

Reaction Steps

Compound 2 (440 mg, 2.6 mmol) was dissolved in 14 mL of dichloromethane. Sodium bicarbonate (7 mL, sat. solution) and thiophosgene (0.2 mL, 2.6 mmol) were added and the mixture stirred at room temperature for 1 h. Then, the organic layer was separated, dried over sodium sulfate and concentrated to afford 877 mg, 99% yield of 1-cyclopropyl-4-isothiocyanatonaphthalene (3) which was used in the next step without further purification

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946273B2
Source datasetuspto-grants-2015_02
ORD IDord-30ad2c04b0a746f1b14495ac8f1fa937
Source noteuspto-grants-2015_02