Hydroxyamine hydrochloride → 2-Chloro-6-(4-pyridyl)benzaldoxime

HRID 1241920Notes

Reaction equation

HRID 1241920 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)[C:3]=1[CH:4]=O.Cl.[NH2:17][OH:18]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)[C:3]=1[CH:4]=[N:17][OH:18]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 219376462-Chloro-6-(4-pyridyl)benzaldehyde

Product 1

HCID 1363341222-Chloro-6-(4-pyridyl)benzaldoximeYield 99%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Chloro-6-(4-pyridyl)benzaldehyde (80 mg, 0.37 mmol) was dissolved in pyridine (2 mL) at room temperature. Hydroxylamine hydrochloride (26 mg, 0.38 mmol) was added and the mixture was allowed to stir overnight. The mixture was then concentrated under reduced pressure to obtain 2-chloro-6-(4-pyridyl)benzaldoxime (85 mg, 99% yield). MW=233 confirmed by LC-MS, tr=8.36 min (Method Y) MH+=231–235

Workup

  1. concentrationThe mixture was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-6826822b0fac4c448f64999aae1ecf01
Source dataset
uspto-grants-2006_10
Patent number
US07115642B2

Reaction notes

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