HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-Phenoxy-3-[2-(2-methylquinolin-4-ylamino)-ethylamino]-propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phenyl glycidyl ether | HCID 31217 | — |
| Reactant | N1-(2-Methylquinolin-4-yl)ethane-1,2-diamine | HCID 6471895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Phenoxy-3-[2-(2-methylquinolin-4-ylamino)-ethylamino]-propan-2-ol | HCID 20466725 | — |
Reaction Steps
A solution of 4.4 g. phenyl glycidyl ether and 12 g. 2-methyl-4-(2-aminoethylamino)-quinoline in 60 ml. dimethylformamide is left to stand for 48 hours at ambient temperature. The reaction mixture is then taken up in methylene chloride, washed with water, dried and purified chromatographically on a silica gel column using, as elution agent, methylene chloride-methanoltriethylamine (26:3:0.6 v/v/v), and then recrystallized from isopropyl alcohol. There are obtained 3.5 g. (34% of theory) of the desired product in the form of colorless crystals; m.p. 151°-152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04438128 |
| Source dataset | uspto-grants-1984_03 |
| ORD ID | ord-704104ca0fba42b883c589c1d1cb68cf |
| Source note | uspto-grants-1984_03 |