Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 57435375 | HCID 57435375 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 15563282 | HCID 15563282 | 45.3% |
Reaction Steps
The crude N-(1-benzyl-5-phenyl-1H-1,2,4-triazol-3-yl)benzamide was dissolved in 5 ml of MeOH. It was stirred and treated with 5 ml of 6N HCl. It was heated at 60° C. for overnight. It was cooled to rt and added to a stirred 4N NaOH (10 ml) in an ice bath. It was extracted with DCM. The combined DCM layer was dried with MgSO4 and rotavapped. The crude was purified by column chromatography with heptane/EtOAc gradient to yield 1-benzyl-5-phenyl-1H-1,2,4-triazol-3-amine (340 mg, 45.3% for 3 steps). 1H NMR (400 MHz, MeOD) 5.24 (br. s., 2H) 7.13 (br. s., 2H) 7.30 (br. s., 4H) 7.52 (br. s., 6H), LCMS method A, (M+H)+ 251.1, ret T=1.12 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703761B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-d843c61e894841c9a82004c77bfb59d8 |
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| Source note | uspto-grants-2014_04 |
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