HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Isopropoxybenzoic acid → (6-Chloro-1,2-dihydro-2-methyl-1-oxo-4-phenylisoquinolin-3-yl)methyl N-(3-isopropoxyphenyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Isopropoxybenzoic acid | HCID 586709 | — |
| Reactant | 3-Isopropoxyphenylisocyanate | HCID 15337405 | — |
| Reactant | 6-Chloro-3-(hydroxymethyl)-2-methyl-4-phenylisoquinolin-1(2H)-one | HCID 22401333 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | (6-Chloro-1,2-dihydro-2-methyl-1-oxo-4-phenylisoquinolin-3-yl)methyl N-(3-isopropoxyphenyl)carbamate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05527811 |
| Source dataset | uspto-grants-1996_06 |
| ORD ID | ord-cda1faed32944b6da5028aff07b484d6 |
| Source note | uspto-grants-1996_06 |