HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Benzodioxole-5-carbonyl chloride → N-(1,3-Benzodioxol-5-ylcarbonyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Benzodioxole-5-carbonyl chloride | HCID 2734749 | — |
| Reactant | 4-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline | HCID 11594543 | — |
| Reactant | HCID 21889895 | HCID 21889895 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 21889895 | HCID 21889895 | — |
| Product | N-(1,3-Benzodioxol-5-ylcarbonyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}thiourea | HCID 21890863 | 86% |
Reaction Steps
1,3-Benzodioxole-5-carbonyl isothiocyanate was prepared using commercially available 1,3-benzodioxole-5-carbonyl chloride (80 mg) as a starting compound according to the description of the literature. 4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (50 mg) was dissolved in toluene (5 ml) and ethanol (1 ml) to prepare a solution. A solution of 1,3-benzodioxole-5-carbonyl isothiocyanate in ethanol (1 ml) was then added to the solution, and the mixture was stirred at room temperature for 2 hr. The reaction solution was concentrated, and the residue was purified by chromatography on silica gel using chloroform/acetone for development to give the title compound (68 mg, yield 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-0bba9f86e13b4303baccd7ba3f8ee391 |
| Source note | uspto-grants-2006_11 |