HuagongsheHuagongshe Chemistry Print Report · For research reference only
Borane → N-(3-Dimethylaminopropyl)-N-(3-(1H-imidazol-1-yl)propyl)benz(cd)indol-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Borane | HCID 6331 | — |
| Reactant | 3-(1H-imidazol-1-yl)propanoic acid | HCID 2794718 | — |
| Reactant | N-(3-dimethylaminopropyl)-3-(1H-imidazol-1-yl)propanamide | HCID 19914606 | — |
| Reactant | HCID 178527764 | HCID 178527764 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(3-Dimethylaminopropyl)-N-(3-(1H-imidazol-1-yl)propyl)benz(cd)indol-2-amine | HCID 15035105 | — |
Reaction Steps
3(1H-imidazol-1-yl)propanoic acid is converted to its acid chloride which upon reaction with 3-dimethylaminopropylamine leads to N-(3-dimethylaminopropyl)-3-(1H-imidazol-1-yl)propanamide. Reduction with borane in tetrahydrofuran solution then gives N-(3-dimethylaminopropyl-N-3-(1H-imidazol-1yl))propanamine. Treatment of the latter compound with molar equivalents of benz(cd)indol-2-thiol and mercuric acetate in refluxing ethanol under the conditions of Example 55 then leads to the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05081131 |
| Source dataset | uspto-grants-1992_01 |
| ORD ID | ord-0057c9fc8fa04e45860934077be69dcd |
| Source note | uspto-grants-1992_01 |