Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Formamide | HCID 713 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 20081442 | HCID 20081442 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 20081446 | HCID 20081446 | — |
Reaction Steps
A solution of the product of Example 1 (3.0 g) and formamide (1.22 g) in dimethylformamide (10 ml) was heated to 80° C. Sodium methoxide (3.3 ml of a 25% w/v methanol solution) was slowly introduced with stirring. The reaction mixture was maintained at about 100° C. for 4 hours prior to addition to water (150 ml) and acidification (hydrochloric acid). The product was extracted into ethyl acetate, the ethyl acetate solution being washed with water (twice), dried over magnesium sulfate and run down under vacuum. The residual oil was triturated with a mixture of diethyl and diisopropyl ethers to yield a white solid. The solid was washed thoroughly with the ether mixture and dried. The yield was 1.1 g (39%), mp 147°-50° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05401710 |
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| Source dataset | uspto-grants-1995_03 |
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| ORD ID | ord-950805c4f25d4cd289b2b9296debdbc4 |
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| Source note | uspto-grants-1995_03 |
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