HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-Methoxy-4-methyl-8-(1-methyl-4-phthalimidobutylamino)-5-(6-phenylhexoxy) quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Iodo-1-phthalimido-pentane | HCID 12368203 | — |
| Reactant | 8-Amino-6-methoxy-4-methyl-5-(6-phenylhexoxy) quinoline hydrochloride | HCID 67914120 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 6-Methoxy-4-methyl-8-(1-methyl-4-phthalimidobutylamino)-5-(6-phenylhexoxy) quinoline | HCID 54220042 | — |
Reaction Steps
A stirred mixture of 8-amino-6-methoxy-4-methyl-5-(6-phenylhexoxy) quinoline hydrochloride (2.7 g, 0.007 mol), and 4-iodo-1-phthalimido-pentane (IPP) (3.0 g, 0.009 mol) was maintained at 100° C. while 1 ml of Et3N was added dropwise. After an additional 3 h of IPP and 1 ml of Et3N were added, heating was continued for 4 h and the mixture was allowed to cool, diluted with Et2O (100 ml), filtered, washed with saturated NaCl and dried (Na2SO4). Solvent removal provided a quantitative yield of 6-methoxy-4-methyl-8-(1-methyl-4-phthalimidobutylamino)-5 -(6-phenylhexoxy) quinoline as a brown syrup which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04980360 |
| Source dataset | uspto-grants-1990_12 |
| ORD ID | ord-8c2036ae5c6249eeb915275b15f3dac4 |
| Source note | uspto-grants-1990_12 |