HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Chloroindoline-2,3-dione → 5-Amino-6-chloroindole-3-acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Chloroindoline-2,3-dione | HCID 241331 | — |
| Reactant | 6-chloro-5-nitro-1H-indole | HCID 18932857 | — |
| Reactant | 6-Chloro-5-nitroindole-3-acetonitrile | HCID 21276200 | — |
| Reactant | 6-Chloro-5-nitroisatin | HCID 23354431 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Amino-6-chloroindole-3-acetonitrile | HCID 21276186 | — |
Reaction Steps
This intermediate was prepared by the sequence 6-chloroisatin, 6-chloro-5-nitroisatin, 6-chloro-5-nitroindole, 6-chloro-5-nitrogramine and 6-chloro-5-nitroindole-3-acetonitrile which was hydrogenated with 10% Pd/C until 3 equiv. of hydrogen were taken up. The catalyst was removed by filtration and the residue concentrated in vacuo to give a dark brown solid. Trituration with cold EtOH gave desired pure product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04803218 |
| Source dataset | uspto-grants-1989_02 |
| ORD ID | ord-0a418df9f188460d8a5d72c1cd6bec41 |
| Source note | uspto-grants-1989_02 |