HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroxyamine hydrochloride → N-({6-[(hydroxyimino)methyl]pyridin-2-yl}methoxy)-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | 6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridine-2-carbaldehyde | HCID 86653137 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-({6-[(hydroxyimino)methyl]pyridin-2-yl}methoxy)-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine | HCID 136352703 | 88.2% |
Reaction Steps
To a solution of 6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridine-2-carbaldehyde (1.8 g, 5.58 mmol, 1 eq.) in 10 ml of pyridine was added hydroxylamine hydrochloride 0.427 g, 6.14 mmol, 1.1 eq.). The reaction was stirred for 6 hrs and stood overnight. The pyridine was evaporated, and the residue was partitioned between EtOAc and water. The organic layer was separated, dried over MgSO4 and concentrated to give N-({6-[(hydroxyimino)methyl]pyridin-2-yl}methoxy)-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine (1.66 g, 88% yield) as a pale brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466176B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-27d74db051264592b77bb9d7821c0f5e |
| Source note | uspto-grants-2013_06 |