HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Chloro-2-benzothiazolamine → N-(6-Chloro-2-benzothiazolyl)-8-hydroxy-7-quinolinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Chloro-2-benzothiazolamine | HCID 7226 | — |
| Reactant | Phosphorus trichloride | HCID 24387 | — |
| Reactant | 8-Hydroxyquinoline-7-carboxylic Acid | HCID 231363 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(6-Chloro-2-benzothiazolyl)-8-hydroxy-7-quinolinecarboxamide | HCID 18372733 | 54.9% |
Reaction Steps
A solution of 8-hydroxyquinoline-7-carboxylic acid (0.30 g) of Preparation 1 in 75 mL xylenes is heated to reflux. PCl3 (0.07 mL) is added dropwise and the mixture stirred for 15 minutes. 2-Amino-6-chlorobenzothiazole (0.31 g) is added in one portion and the reaction refluxed overnight. The reaction is cooled to room temperature and H2O is added to quench excess PCl3. After stirring the solution for 30 minutes, a yellow solid is filtered, dried, and recrystallized from DMSO to give the title product (0.31 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06310211B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-16d3c32698fa40ed92a53875ed296c77 |
| Source note | uspto-grants-2001_10 |