Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isonicotinic Acid | HCID 5922 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Piperazin-1-ylpropanol | HCID 79207 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 70607102 | HCID 70607102 | 66% |
Reaction Steps
In 150 ml of absolute benzene there were dissolved 288 g of 1-piperazinepropanol, 3.2 g of isonicotinic acid and 30.4 g of p-toluene sulfonic acid. The solution was heated for 15 hours to reflux while removing the formed water. The resulting reaction liquid was cooled, washed with 15% potassium carbonate and then extracted with 10% hydrochloric acid. After the aqueous layer was washed with ether, the system was rendered alkaline with potassium carbonate and then extracted with ether. After the ethereal layer was dehydrated with a Glauber's salt, the ether was distilled off. The resultant residue was subjected to chromatography using silica gel to obtain a colorless transparent liquid. This liquid was converted to the hydrochloride thereof in accordance with a conventional manner. It was recrystallized from ethanol to give 1-piperazinepropanol isonicotinate hydrochloride. The melting point of the product was 201°-202° C. The yield was 66%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04169144 |
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| Source dataset | uspto-grants-1979_09 |
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| ORD ID | ord-e140f32d73aa4af6a581da2e3f939495 |
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| Source note | uspto-grants-1979_09 |
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