HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 6,7-Dimethoxy-1-oxo-1,2-dihydroisoquinoline-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | [2-Cyano-2-(3,4-dimethoxy-phenyl)-vinyl]-carbamic acid ethyl ester | HCID 69551232 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Diphenyl Ether | HCID 7583 | — |
| Product | 6,7-Dimethoxy-1-oxo-1,2-dihydroisoquinoline-4-carbonitrile | HCID 22048355 | 52% |
Reaction Conditions
| Temperature | 230 °C |
|---|
Reaction Steps
To a stirred solution of [2-cyano-2-(3,4-dimethoxy-phenyl)-vinyl]-carbamic acid ethyl ester (8 g, 29.0 mmol) in diphenyl ether (70 mL) was added concentrated sulfuric acid (0.5 mL). The reaction mixture was heated at 230° C. for 4 hrs, cooled and diluted with diethyl ether (400 mL). A brown solid was precipitated, filtered, collected and washed with diethyl ether to afford 6,7-dimethoxy-1-oxo-1,2-dihydro-isoquinoline-4-carbonitrile. (3.5 g, 52% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07067529B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-b7f578a8c3de432bbb86adebb6761034 |
| Source note | uspto-grants-2006_06 |