Sodium Hydroxide → 2-(4-Chloro-2-pyridinyl)-1-(4-methoxyphenyl)ethanone oxime

HRID 1796552Notes

Reaction equation

HRID 1796552 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)=O)[CH:3]=1.Cl.[NH2:20][OH:21].[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)=[N:20][OH:21])[CH:3]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 218740542-(4-Chloro-2-pyridinyl)-1-(4-methoxyphenyl)ethanone

Product 1

HCID 738517522-(4-Chloro-2-pyridinyl)-1-(4-methoxyphenyl)ethanone oxime

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(4-Chloro-2-pyridinyl)-1-(4-methoxyphenyl)ethanone in methanol (200 mL) was treated with hydroxylamine hydrochloride (27.2 g, 392 mmol) and a sodium hydroxide solution (15.7 g, 392 mmol in 50 mL of water) as described in Example 12 to give 2-(4-chloro-2-pyridinyl)-1-(4-methoxyphenyl)ethanone oxime (11.8 g) as a white solid. 1H NMR (CDCl3): δ 8.47 (d, 1H), 7.72 (d, 2H), 7.36 (d, 1H), 7.19 (dd, 1H), 6.91 (d, 2H), 4.43 (s, 2H), 3.84 (s, 3H); MS m/z 277 (M+1).

Sources & evidence

ORD record
ord-e2813f07be8f46559ccb56146216de31
Source dataset
uspto-grants-2006_04
Patent number
US07030134B2

Reaction notes

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