Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 345205Generated: October 30, 2026

Benzoyl isothiocyanate → 1-[2-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-benzo[1,2-b]pyran-2-yl)ethyl]-3-benzoylthiourea

https://huagongshe.com/reaction/345205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl isothiocyanateHCID 68284—
Reactant2-(2-aminoethyl)-2,5,7,8-tetramethyl-6-hydroxy-3,4-dihydro-2H-benzo[1,2-b]pyranHCID 20096702—
SolventAcetoneHCID 180—
Product1-[2-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-benzo[1,2-b]pyran-2-yl)ethyl]-3-benzoylthioureaHCID 2241738956.4%

Reaction Steps

A solution of benzoylisothiocyanate (28.0 g) in acetone (200 ml) was added dropwise to a solution of amine (prepared in reference example 3, 34.3 g) in acetone (800 ml). The solution was stirred for 15 hours at room temperature. The reaction solution was evaporated. The residue was purified by column chromatography on silica gel (hexane: ethyl acetate=10:1→4:1→2:1) to give the title compound (32.0 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05055598
Source datasetuspto-grants-1991_10
ORD IDord-8fcf69c545aa401d99faca75c547ef54
Source noteuspto-grants-1991_10