Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Methyl 5-cyano-2-hydroxybenzoate | HCID 10583428 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 21701976 | HCID 21701976 | 93% |
Reaction Steps
Methyl 5-cyano-2-hydroxybenzoate (8.85 g; 50 mmol; see Example 10(b) above) and NaCN (250 mg; 5 mmol) were dissolved in DMSO (10 mL) and MeOH (50 mL) and iso-propyl amine (25 mL) was added. The reaction mixture was heated (60° C. ) in a sealed steel vessel for 10 h, the MeOH was removed under reduced pressure and H2O (500 mL) was added. The solution was acidified with HCl (pH 1), filtered and the precipitate was washed with H2O giving the sub-title compound in a 93% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06291475B1 |
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| Source dataset | uspto-grants-2001_09 |
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| ORD ID | ord-248fbf37e5b343d5b5affe5052047931 |
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| Source note | uspto-grants-2001_09 |
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