Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | m-Tolyl isocyanate | HCID 69303 | — |
| Reactant | HCID 376124 | HCID 376124 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11760869 | HCID 11760869 | 62% |
Reaction Steps
A solution of m-tolylisocyanate (0.846 g, 6.35 mmol) in dimethylformamide (3 ml) is added to a solution of the salt 3a prepared in Preparation 3 (1.937 g, 5.78 mmol) in dimethylformamide (8 ml). Triethylamine (32 ml) is added at 0° C. The mixture is stirred at 0° C. for 30 minutes and then at room temperature overnight. Water and then 10% hydrochloric acid are added. The mixture is extracted with ethyl acetate. The extract is washed with water and dried (sodium sulfate), and then the solvent is distilled off under reduced pressure. The residue is recrystallized from acetonitrile to obtain the objective compound 4a (1.39 g; yield 62%).
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-0ed97942d3114ef5aa7c1bcf5d02b531 |
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| Source note | uspto-grants-1998_04 |
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