HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylbenzylamine → 6-[3-(N-methyl-N-benzylamino)-2-hydroxypropoxy]carbostyril
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylbenzylamine | HCID 7669 | — |
| Reactant | 6-(Oxiran-2-ylmethoxy)quinolin-2(1H)-one | HCID 15015523 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-[3-(N-methyl-N-benzylamino)-2-hydroxypropoxy]carbostyril | HCID 10359775 | 32.5% |
Reaction Steps
A suspension of 6-(2,3-epoxypropoxy)carbostyril (15 g) and N-methylbenzylamine (11 g) in methanol (150 ml) is heated with refluxing for 2.5 hours. From the mixture, methanol is distilled off under reduced pressure, and to the resulting residue is added diethylether and the precipitated crystals are collected by filtration. The crystals thus obtained are purified by silica gel column chromatography (solvent; methanol:chloroform=1:100-1:25), and recrystallized from ethanol to give 6-[3-(N-methyl-N-benzylamino)-2-hydroxypropoxy]carbostyril (7.6 g), as white powder, m.p. 129°-132° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05266577 |
| Source dataset | uspto-grants-1993_11 |
| ORD ID | ord-3942372c20cd4d7e95adf3e3be99b2c8 |
| Source note | uspto-grants-1993_11 |