Hydroxyamine hydrochloride → HCID 86631562, compound

HRID 551328Notes

Reaction equation

HRID 551328 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH:8]=O)[CH:5]=[CH:4][C:3]=1[CH2:10][NH:11][C:12]([CH:14]1[CH2:16][CH2:15]1)=[O:13].Cl.[NH2:18][OH:19]>CO.O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([CH:8]=[N:18][OH:19])[CH:5]=[CH:4][C:3]=1[CH2:10][NH:11][C:12]([CH:14]1[CH2:16][CH2:15]1)=[O:13]

Participants

6

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 86631561HCID 86631561, compound

Product 1

HCID 86631562HCID 86631562, compoundYield 74.5%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

In a solution of 1.20 g of N-[(2-chloro-4-formylphenyl)methyl]cyclopropanecarboxamide in 40 mL of methanol and 10 mL of water, 0.50 g of hydroxylamine hydrochloride was added, and stirred at room temperature for 1 hour. After the completion of the reaction, the reaction mixture was diluted with 50 mL of ethyl acetate, washed with water (30 mL×1), and the organic phase was dehydrated with and dried over saturated sodium chloride aqueous solution and anhydrous magnesium sulfate in that order, and the solvent was distilled off under reduced pressure to obtain 0.95 g of the aimed product as white crystal. Melting point 163.0 to 166.0° C.

Workup

  1. customAfter the completion of the reaction
  2. washwashed with water (30 mL×1)
  3. dry with materialdried over saturated sodium chloride aqueous solution and anhydrous magnesium sulfate in that order
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-a46f47aa60434c69a752cdb3d7dfada7
Source dataset
uspto-grants-2011_05
Patent number
US07947715B2

Reaction notes

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