HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-{[(diisopropylamino)carbonyl]amino}methanethioamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Diisopropylcarbamoyl chloride | HCID 87890 | — |
| Reactant | 3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline | HCID 11739027 | — |
| Reactant | (Diisopropylamino)methanoyl isothiocyanate | HCID 13441033 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (Diisopropylamino)methanoyl isothiocyanate | HCID 13441033 | — |
| Product | N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-{[(diisopropylamino)carbonyl]amino}methanethioamide | HCID 21891174 | 63% |
Reaction Steps
(Diisopropylamino)methanoyl isothiocyanate was prepared using commercially available N,N-diisopropylcarbamic chloride (80 mg) as a starting compound according to the description of the literature. (Diisopropylamino)methanoyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline (50 mg), toluene (5 ml), and ethanol (1 ml) were 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 (49 mg, yield 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-0d4a9d593f4c492587678e8021b43d54 |
| Source note | uspto-grants-2006_11 |