Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Nitroaniline | HCID 7475 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Docosanoyl chloride | HCID 4104741 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 21226391 | HCID 21226391 | 88% |
Reaction Steps
In a three necked flask equipped with a dropping funnel, a thermometer and a reflux condenser, 138 g of p-nitroaniline was dissolved in a mixed solvent consisting of 3000 ml of tetrahydrofuran and 140 ml of pyridine while passing nitrogen gas through the flask. Then, 395 g of docosanoylchloride placed in the dropping funnel was gradually dropped into the flask over a time span of 20 minutes, while stirring the reaction mixture. After the completion of the dropping, the reaction mixture was further stirred for 2 hours. A solid reaction product was produced. The solid reaction product was collected by filtering, the filtrate was concentrated under a reduced pressure to produce crystals. The crystals were collected and recrystallized from ethyl alcohol. As a result, 405 g of 4'-nitro-n-docosaneanilide was obtained at a yield of 88%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05702850 |
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| Source dataset | uspto-grants-1997_12 |
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| ORD ID | ord-7161baa9f4a54bdfa32872889d764aed |
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| Source note | uspto-grants-1997_12 |
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