HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 19599434, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | Methyl 2-amino-1H-indole-3-carboxylate | HCID 15154323 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 19599434 | HCID 19599434 | 75.6% |
Reaction Steps
A stirred solution of methyl 2-aminoindole-3-carboxylate (I. Forbes et al, J. Chem. Soc. Perkin I, 1992, 275) (0.25 g, 0.0013 mole) in xylene (5 ml) was treated with 2,4-pentanedione (0.13 g, 0.0013 mole) and a few crystals of 4-toluenesulphonic acid and heated under reflux for 2 h. The mixture was concentrated in vacuo and the residue dissolved in chloroform (20 ml), washed with water (2×20 ml), dried (MgSO4) and concentrated in vacuo to afford the title compound as a brown solid (0.25 g, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05998409 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-fd65a81361cd4f08934999be0e3ceecb |
| Source note | uspto-grants-1999_12 |