Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | p-Tetradecylaniline | HCID 145224 | — |
| Reactant | 2,4,6-Triphenylpyrylium Hydrogensulfate | HCID 11729198 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 20064831 | HCID 20064831 | 21% |
Reaction Steps
In a 500-ml round-bottom flask is placed 2.03 g (0.005 mole) of 2,4,6-triphenylpyrylium bisulfate. To this is added 150 ml of ethanol followed by 2.90 g (0.01 mole) of p-tetradecylaniline. This mixture is heated at 90° C. for about 8 hours and then allowed to cool. Upon cooling some of the starting aniline separates and is removed by filtration. The ethanol is then removed to give a yellow waxy substance which is rinsed with ether to remove any excess pyrylium. The resulting product is then dissolved in acetonitrile to remove any aniline still present. The acetonitrile is then stripped and the product is rinsed a final time with ether. The final product is a yellow crystal which turns a pale yellow color upon grinding. The yield is 0.71 g (0.00105 mole) of N-(p-tetradecylphenyl)-2,4,6-triphenylpyridinium bisulfate (yield 21 percent).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04672118 |
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| Source dataset | uspto-grants-1987_06 |
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| ORD ID | ord-7d144bcd57b248939dc8e3dc682ad031 |
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| Source note | uspto-grants-1987_06 |
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