3-Nitrobenzaldehyde → 3-Nitrobenzaldoxime

HRID 2086390Notes

Reaction equation

HRID 2086390 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].Cl.[OH:13][NH2:14].C([O-])([O-])=O.[Na+].[Na+]>C(O)C.O>[OH:13][N:14]=[CH:7][C:6]1[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1

Participants

5

Reactant 3

HCID 74493-NitrobenzaldehydeHCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 2191323-NitrobenzaldoximeYield 92%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

3-Nitrobenzaldehyde (3.00 g, 19.9 mmol) and hydroxyamine HCl (1.79 g, 25.8 mmol) were dissolved in 60 mL of ethyl alcohol/water (1/1, v/v) solution. While stirring the reaction mixture, Na2CO3 (2.74 g, 25.8 mmol) was added slowly at below 0. The reaction was continued for 1 hr in an oil bath preheated to 60-65. After the reaction was completed, 3.0 g (92%) of the target product was obtained by extracting with ethyl acetate, drying over anhydrous MgSO4 and removing the solvent under reduced pressure.

Workup

  1. additionwas added slowly at below 0

Sources & evidence

ORD record
ord-c20b74f1519e4fcc9a6771955d7709a0
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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