HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Butanol → N-[4-{4-(2-pyrimidinyl)-1-piperazinyl}butyl]-4-cyclohexene-1,2-dicarboximide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrophthalic anhydride, cis- | HCID 98495 | — |
| Reactant | 4-(2-Pyrimidinyl)-1-piperazinebutanamine | HCID 12840705 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | N-[4-{4-(2-pyrimidinyl)-1-piperazinyl}butyl]-4-cyclohexene-1,2-dicarboximide hydrochloride | HCID 15592392 | — |
Reaction Steps
A mixture of cis-4-cyclohexene-1,2-dicarboxylic anhydride (633 mg; 4.25 mmol), 1-(4-aminobutyl)-4-(2-pyrimidinyl)piperazine (1 g; 4.25 mmol) and n-butanol (10 ml) was heated under reflux for 6 hours. The solvent was removed under reduced pressure, and the residue was purified by silica gel chromatography to give an oily substance. The oily substance was treated with a mixture of 3% hydrogen chloride in isopropanol, and the precipitate was recrystallized from isopropanol to give N-[4-{4-(2-pyrimidinyl)-1-piperazinyl}butyl]-4-cyclohexene-1,2-dicarboximide hydrochloride. M.P., 177°-179° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04598078 |
| Source dataset | uspto-grants-1986_07 |
| ORD ID | ord-723547244d2f468b915a287955bdb5d9 |
| Source note | uspto-grants-1986_07 |