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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 425302Generated: October 29, 2026

Thiophosgene → 1-Cyclopropyl-4-isothiocyanatonaphthalene

https://huagongshe.com/reaction/425302

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 numberUS08106205B2
Source datasetuspto-grants-2012_01
ORD IDord-c66ed7c310394380a808e8ed50831800
Source noteuspto-grants-2012_01