Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenylhydrazine | HCID 7516 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 50989137 | HCID 50989137 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178515238 | HCID 178515238 | — |
Reaction Steps
A suspension of 1 equivalent of compound 15 and 10 equivalents of phenyl hydrazine was heated to 90° C. for 16 hours. Water was added to the reaction mixture at room temperature and decanted to remove the excess phenyl hydrazine. The crude reaction mixture was dissolved in MeOH and 0.1 N NaOH (2:1, 0.033 M) and stirred for 3.5 hours before concentrating to dryness. Purification by column chromatography afforded the title compound 16 as a yellow solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 6.43-6.72 (m, 1H) 7.04-7.28 (m, 1H) 7.37-7.56 (m, 4H) 7.84-8.13 (m, 2H) 8.33-8.55 (m, 1H) 11.99 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09012470B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-4b15992f911045ce9400a9b82eb256b9 |
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| Source note | uspto-grants-2015_04 |
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