HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 4-Chloro-6-methoxyquinoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-Bromo-6-methoxyquinoline-3-carboxylic acid | HCID 68453185 | — |
| Product | 4-Chloro-6-methoxyquinoline-3-carboxamide | HCID 22170274 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a suspension of dried 4-bromo-6-(methyloxy)-3-quinolinecarboxylic acid (1.4 g, 5 mmol) in CH2Cl2 (20 mL) at 0° C. was added oxalyl chloride (2M in CH2Cl2, 5.0 mL, 10 mmol). After 1 h, an aliquot was quenched with NH4OH and LCMS indicated desired product was formed. Excess NH4OH (2 mL) was slowly added to the reaction solution, maintained at 0° C. (very exothermic), and the reaction was stirred an additional 2 h. The product was isolated via filtration to give 1.0 g (83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691850B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-d0fc8191907646d498e83ec4286269e4 |
| Source note | uspto-grants-2010_04 |