HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 21220547, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-(Trifluoromethyl)phenylhydrazine | HCID 136200 | — |
| Reactant | HCID 21220530 | HCID 21220530 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 21220547 | HCID 21220547 | 15.9% |
Reaction Steps
Methyl 5,6,7,8-tetrahydro-8-oxoisoquinolin-7-acetate (1.0 g), 4-trifluoromethyl-phenylhydrazine (1.6 g) and para-toluenesulphonic acid (0.25 g) were heated under reflux in xylene (20 ml) for 4 hours. The cooled reaction was poured into 2M sodium hydroxide solution and extracted with ethyl acetate, which was then washed with brine, dried, and evaporated to a gum. The gum was chromatographed on silica gel, eluting with ethyl acetate-isohexane (1:1), to afford a solid which was crystallised from isopropanol-isohexane to yield the title compound (0.25 g),
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05935956 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-3327821bc1874849aa37fa8279f4e62c |
| Source note | uspto-grants-1999_08 |