HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Phenylanthranilic Acid → 5-Chloro-3-hydroxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Phenylanthranilic Acid | HCID 4386 | — |
| Reactant | 5-Chloro-2-(phenylamino)benzoic acid | HCID 12369456 | — |
| Reactant | Methyl 3-hydroxy-1-phenyl-1H-indole-2-carboxylate | HCID 54687160 | — |
| Product | 5-Chloro-3-hydroxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester | HCID 54734281 | — |
Reaction Steps
Prepared in a manner analogous to the multistep procedure described [P. Friedlander and K. Kunz, Chem. Ber., 55, 1597 (1922)] for the preparation of 3-hydroxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester, with 5-chloro-2-(phenylamino)benzoic acid substituted for 2-(phenylamino)benzoic acid in the first step of the synthetic sequence. The final indole product was recrystallized from aqueous 2-methoxyethanol to yield analytically pure product, mp 170°-173° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04675332 |
| Source dataset | uspto-grants-1987_06 |
| ORD ID | ord-d3bdd14ac4ed4593b0ece2902df6fd18 |
| Source note | uspto-grants-1987_06 |