Hydroxyamine hydrochloride → HCID 86631562, compound

HRID 885814Notes

Reaction equation

HRID 885814 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-946da2502c0c4694a11d78c77d61893c
Source dataset
uspto-grants-2012_08
Patent number
US08242283B2

Reaction notes

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