HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-Methoxypyridine-2-carbohydrazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,1-Dimethylethyl 2-{[6-(methyloxy)-2-pyridinyl]carbonyl}hydrazinecarboxylate | HCID 66598854 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-Methoxypyridine-2-carbohydrazide | HCID 24229172 | 167.1% |
Reaction Steps
1,1-dimethylethyl 2-{[6-(methyloxy)-2-pyridinyl]carbonyl}hydrazinecarboxylate (194)(1.685 g, 6.30 mmol) was dissolved in 1,4-dioxane (21.01 ml) and HCl (4M in 1,4-dioxane) (15.76 ml, 63.0 mmol) was added. The solution was stirred at room temperature for 5 hours. LCMS showed that no starting material remained and the product had formed. The solvent was removed under reduced pressure to afford 1.76 g of the crude material. The crude material was loaded onto two 10 g SCX columns and these were washed with methanol. The product was eluted off using 2M ammonia in methanol and the solvent was removed under reduced pressure to afford the purified desired product in 0.954 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501946B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-fca7ee8762b7489288c9e161dcee6b74 |
| Source note | uspto-grants-2013_08 |