Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methylphenyl isocyanate | HCID 69325 | — |
| Reactant | HCID 376124 | HCID 376124 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18930603 | HCID 18930603 | 85% |
Reaction Steps
A solution of p-tolylisocyanate (655 mg, 4.92 mmol) in tetrahydrofuran (8 ml) is added to a solution of the salt 3a (1.341 g, 4 mmol) prepared in Preparation 3 in tetrahydrofuran (50 ml). Triethylamine (558 μl, 4 mmol) is added at 0° C., and the mixture is stirred at 0° C. for 30 minutes, and then at room temperature overnight. Water and then 10% hydrochloric acid are added, and the mixture is extracted with ethyl acetate. The extract is washed with water, dried (sodium sulfate), and then the solvent is distilled off under reduced pressure. The residue is recrystallized from dichloromethane/diisopropylether to obtain the objective compound 6z (1.31 1 g, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05739162 |
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| Source dataset | uspto-grants-1998_04 |
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| ORD ID | ord-70987d10a8974d87a5e3f49b1418f6a1 |
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| Source note | uspto-grants-1998_04 |
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