Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68557137 | HCID 68557137 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68553145 | HCID 68553145 | 86.7% |
Reaction Steps
To a slurry of N-(6-tert-butyl-3-oxo-2,5-dihydro-3H-1,2,4-triazin-4-yl)-acetamide (0.51 g, 2.40 mmol) in MeOH (5 mL) is added concentrated HCl (0.33 mL, 3.84 mmol). The mixture is heated to reflux for 3 h. The mixture is then chilled to 0° C. and basified with 1 M aqueous NaOH (2.9 mL) to pH 12, and concentrated in vacuo. EtOH is added to the residue with stirring and the mixture is filtered. The filtrate is concentrated in vacuo. CH3CN is added to the residue with stirring and the mixture is filtered. The filtrate is concentrated in vacuo to afford 4-amino-6-tert-butyl-4,5-dihydro-2H-1,2,4-triazin-3-one (0.354 g, 84%) as a solid. MS: 171 (M+H); 1H NMR (300 MHz, DMSO-d6) δ 7.49 (br s, 1H), 4.22 (br s, 2H), 4.06 (s, 2H), 1.15 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08258130B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-1eaf8d4d9aa7458196f4c44faf37456e |
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| Source note | uspto-grants-2012_09 |
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