Ethanol → 5-(1,1-Dimethylethyl)-3-iodosalicylaldoxime

HRID 263037Notes

Reaction equation

[OH2:1].O.O.C([O-])(=O)C.[Na+].[CH3:9][C:10]([C:13]1[CH:20]=[C:17]([CH:18]=O)[C:16]([OH:21])=[C:15]([I:22])[CH:14]=1)([CH3:12])[CH3:11].Cl.[NH2:24]O.C(O)C>O>[CH3:9][C:10]([C:13]1[CH:20]=[C:17]([CH:18]=[N:24][OH:1])[C:16]([OH:21])=[C:15]([I:22])[CH:14]=1)([CH3:12])[CH3:11]

Participants

Conditions

Temperature: 0 °C

Procedure

A solution of sodium acetate trihydrate (5.44 g) in water (10 ml) is added to a warm solution of 5-(1,1-dimethylethyl)-3-iodosalicylaldehyde (6 g) and hydroxylamine hydrochloride (3.5 g) in 80% by volume aqueous ethanol (50 ml). After refluxing for 3 hours the reaction mixture is diluted with hot water (10 ml) and then cooled to 0° C. to provide 5.5 g of 5-(1,1-dimethylethyl)-3-iodosalicylaldoxime, m.p. 154°-156° C.

Workup

temperatureAfter refluxing for 3 hours the reaction mixture

Sources & evidence

ORD record: ord-ab9f18709dde4c0c8929bf9f7eeca334
Source dataset: uspto-grants-1979_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04156005

Reaction notes

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