Hydrochloric Acid → (2E)-2-hydroxyimino-2-(2-phenoxyphenyl)acetamide

HRID 1779711Notes

Reaction equation

HRID 1779711 reaction equation
Cl.C(Cl)Cl.[O:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18](=[N:22][OH:23])[C:19]([NH2:21])=[O:20])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.O>C1(C)C=CC=CC=1>[O:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1/[C:18](=[N:22]\[OH:23])/[C:19]([NH2:21])=[O:20])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6344DichloromethaneHCID 736779222-(2-Phenoxyphenyl)-2-hydroxyiminoacetamide

Product 1

HCID 72374482(2E)-2-hydroxyimino-2-(2-phenoxyphenyl)acetamideYield 95%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Conc. hydrochloric acid (1 ml) and methylene chloride (12 ml) were added to 2-(2-phenoxyphenyl)-2-hydroxyiminoacetamide (Z=at least 98%) (1.79 g, 7.0 mmol), and the mixture was stirred at room temperature for 12 hours. After stirring, water (20 ml) and toluene (20 ml) were added. The resulting crystals were separated by filtration and dried to give (E)-2-(2-phenoxyphenyl)-2-hydroxyiminoacetamide (1.70 g, Yield: 95.0%) as colorless crystals.

Workup

  1. stirringAfter stirring
  2. customThe resulting crystals were separated by filtration
  3. customdried

Sources & evidence

ORD record
ord-0688aad45b45419bb725bf3f6e1f7f7b
Source dataset
uspto-grants-1997_05
Patent number
US05627284

Reaction notes

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