Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyanoacetamide | HCID 7898 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 14033022 | HCID 14033022 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 14033023 | HCID 14033023 | 36.7% |
Reaction Steps
To a hot (60° C.) solution of cyanoacetamide (546 mg) in 20 ml of ethanol, 6.47 ml of a methanolic solution of NaOH (lN) was added and the resulting mixture was stirred at 60° C. for 20 minutes. A solution of 3-bromo-5-(trichlorovinyl)benzyl azide (1.02 g) in 10 ml of ethanol was added and the reaction mixture heated at 60° C. for two hours. The pH of the solution was adjusted to ~6 with acetic acid and then concentrated to a small volume. Dilution with 50 ml of water afforded a precipitate which was washed thoroughly with water. The precipitate was recrystallized from 8 ml of ethanol to give 466 mg of pure product, m.p. 175°-177° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04816469 |
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| Source dataset | uspto-grants-1989_03 |
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| ORD ID | ord-9a6a7bc23e51455dbdbbe6ede0784f70 |
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| Source note | uspto-grants-1989_03 |
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