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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 233693Generated: October 30, 2026

Ethyl Acetate → N-(2-(1-Cyclohexenyl)ethyl)-N'-[2-pyridyl]thiourea

https://huagongshe.com/reaction/233693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant2-AminopyridineHCID 10439—
Reactant1-(2-Isothiocyanatoethyl)cyclohex-1-eneHCID 2735881—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-(2-(1-Cyclohexenyl)ethyl)-N'-[2-pyridyl]thioureaHCID 300047650.1%

Reaction Steps

A solution of 2-(1-cyclohexenyl)ethyl isothiocyanate (1.67 g, 10 mmol) and 2-aminopyridine (941 mg, 10 mmol) in N-methylpyrrolidinone (20 mL) was heated to 100° C. After 16.5 h, the reaction was cooled to room temperature and poured into ethyl acetate. The organic phase was washed with water (4×) and brine. The organic layer was dried over sodium sulfate, filtered and concentrated. The solid obtained was purified by recrystallization from ethyl acetate to provide 1.31 g of the titled product (50%) as a white crystalline solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05593993
Source datasetuspto-grants-1997_01
ORD IDord-aeef2b6e34f141c4ae510dae91b93abf
Source noteuspto-grants-1997_01