Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 260457Generated: October 31, 2026

3-Isopropoxybenzoic acid → (6-Chloro-1,2-dihydro-2-methyl-1-oxo-4-phenylisoquinolin-3-yl)methyl N-(3-isopropoxyphenyl)carbamate

https://huagongshe.com/reaction/260457

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Isopropoxybenzoic acidHCID 586709—
Reactant3-IsopropoxyphenylisocyanateHCID 15337405—
Reactant6-Chloro-3-(hydroxymethyl)-2-methyl-4-phenylisoquinolin-1(2H)-oneHCID 22401333—
SolventBenzeneHCID 241—
Product(6-Chloro-1,2-dihydro-2-methyl-1-oxo-4-phenylisoquinolin-3-yl)methyl N-(3-isopropoxyphenyl)carbamateHCID 22401377—

Reaction Steps

To a solution of 3-isopropoxyphenylisocyanate in benzene (25 ml) [prepared from 3-isopropoxybenzoic acid (405 mg) in substantially the same manner as described in Method A of Example 1] was added 6-chloro-1,2-dihydro-3-hydroxymethyl-2-methyl-1-oxo-4-phenylisoquinoline (Reference Example 3) (300 mg), and the mixture was heated for 1.5 hours under reflux. The solvent was distilled off. To the residue was added ethyl acetate. This mixture was washed with water, dilute hydrochloric acid, water, an aqueous solution of sodium carbonate and water, successively, followed by drying (Na2SO4). The solvent was distilled off to leave the title compound as colorless crystals (435 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05527811
Source datasetuspto-grants-1996_06
ORD IDord-cda1faed32944b6da5028aff07b484d6
Source noteuspto-grants-1996_06