4-Dimethylamino-2-nitrobenzaldehyde → 2-Nitro-4-dimethylaminobenzaldoxime

HRID 918555

Reaction equation

HRID 918555 reaction equation
[N+:1]([C:4]1[CH:11]=[C:10]([N:12]([CH3:14])[CH3:13])[CH:9]=[CH:8][C:5]=1[CH:6]=O)([O-:3])=[O:2].Cl.[NH2:16][OH:17].C([O-])(=O)C.[Na+]>C(O)C.O>[N+:1]([C:4]1[CH:11]=[C:10]([N:12]([CH3:14])[CH3:13])[CH:9]=[CH:8][C:5]=1[CH:6]=[N:16][OH:17])([O-:3])=[O:2]

Participants

6

Reactant 3

HCID 2913524-Dimethylamino-2-nitrobenzaldehydeHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 867337652-Nitro-4-dimethylaminobenzaldoximeYield 71%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

9.7 parts of 2-nitro-4-dimethylaminobenzaldehyde is dissolved in 50 parts of ethyl alcohol and a solution of 4.1 parts of hydroxylamine hydrochloride and 5 parts of sodium acetate in water is added. After the mixture has been boiled for one hour it is suction filtered. 7.5 parts (71% of theory) of 2-nitro-4-dimethylaminobenzaldoxime is obtained having a melting point of 140° to 143°C: ##SPC18##

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-b3a3dbe3cf6d462bbd41fda1c0ff0051
Source dataset
uspto-grants-1976_07
Patent number
US03971821

Linked notes

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