Hydroxyamine hydrochloride → N-({6-[(hydroxyimino)methyl]pyridin-2-yl}methoxy)-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine

HRID 1258585

Reaktionsgleichung

Reaktionsgleichung von HRID 1258585
[CH3:1][N:2]1[C:6]([C:7](=[N:14][O:15][CH2:16][C:17]2[N:22]=[C:21]([CH:23]=O)[CH:20]=[CH:19][CH:18]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:5][N:4]=[N:3]1.Cl.[NH2:26][OH:27]>N1C=CC=CC=1>[OH:27][N:26]=[CH:23][C:21]1[N:22]=[C:17]([CH2:16][O:15][N:14]=[C:7]([C:6]2[N:2]([CH3:1])[N:3]=[N:4][N:5]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:18]=[CH:19][CH:20]=1

Komponenten

4

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 866531376-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridine-2-carbaldehyde

Produkt 1

HCID 136352703N-({6-[(hydroxyimino)methyl]pyridin-2-yl}methoxy)-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimineAusbeute 88,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. waitstood overnight
  2. customThe pyridine was evaporated
  3. customthe residue was partitioned between EtOAc and water
  4. customThe organic layer was separated
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-27d74db051264592b77bb9d7821c0f5e
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466176B2

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