Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diisopropylaniline | HCID 32484 | — |
| Reactant | Benzoic acid, p-nonyl- | HCID 38002 | — |
| Reactant | Diphenylphosphoryl azide | HCID 123414 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 9845158 | HCID 9845158 | 62.7% |
Reaction Steps
To a 10 ml toluene solution of 1.0 g (4.04 mmol) of 4-nonylbenzoic acid was added 0.66 ml (4.28 mmol) of triethylamine. After stirring at room temperature for 15 minutes, 0.89 ml (4.12 mmol) of DPPA (diphenoxy phosphoryl azide) was added to the mixture. The whole was heated for 2 hours under reflux and then cooled to room temperature. After the addition of 0.77 ml (4.08 mmol) of 2,6-diisopropylaniline, the reaction mixture was stirred for 16 hours and then concentrated. The residue was purified by subjecting it to column chromatography over silica gel (eluent: n-hexane/chloroform=1/1) to give 1.07 g (62% yield) of 1-(4-nonylphenyl)-3-(2,6-diisopropylphenyl)urea, the physical properties of which being shown in the following Table 3. The compounds No. 5, No. 6, No. 7, No. 8, No. 9, No. 10, No. 12, No. 16, No. 20, No. 21, No. 22, No. 23, and No. 26 listed in Table 3 were similarly prepared as above.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05063247 |
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| Source dataset | uspto-grants-1991_11 |
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| ORD ID | ord-31c8a23e550547048f9ab75b74705bf2 |
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| Source note | uspto-grants-1991_11 |
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