Hydroxylamine → 1-[4-Methyl-2-(3,4,5-trimethoxyphenyl)-5-thiazolyl]ethanone oxime

HRID 1902466Notes

Reaction equation

HRID 1902466 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[S:14][C:15]([C:19](=O)[CH3:20])=[C:16]([CH3:18])[N:17]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[OH-:22].[Na+].[NH2:24]O.O>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[S:14][C:15]([C:19](=[N:24][OH:22])[CH3:20])=[C:16]([CH3:18])[N:17]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]

Participants

6

Reactant 4

HCID 787HydroxylamineHCID 962WaterHCID 14798Sodium HydroxideHCID 12813037HCID 12813037, compound

Product 1

HCID 867386731-[4-Methyl-2-(3,4,5-trimethoxyphenyl)-5-thiazolyl]ethanone oxime

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into an ethanolic solution of 3.1 g (0.01 mol) of 2-(3,4,5-trimethoxyphenyl)-4-methyl-5-acetylthiazole obtained in Example 1 dissolved in 50 ml of ethanol, 27 ml of an aqueous 2% solution of sodium hydroxide (0.013 mol) and 0.93 g (0.013 mol) of hydroxylamine hydrochlorinate were added, and the mixture was heated for 3 hours under a reflux condenser. After cooling the mixture to room temperature, the cooled mixture was introduced into 800 ml of iced water.

Workup

  1. temperaturethe mixture was heated for 3 hours under a reflux condenser

Sources & evidence

ORD record
ord-71b968c7279e44b88fe8349358ff6476
Source dataset
uspto-grants-1982_12
Patent number
US04363813

Reaction notes

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