Ethyl propiolate → HCID 140491708, compound

HRID 1816622Notes

Reaction equation

HRID 1816622 reaction equation
[C:1](=[N:9][OH:10])([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:11]([O:15][CH2:16][CH3:17])(=[O:14])[C:12]#[CH:13]>CO>[NH2:8]/[C:1](=[N:9]\[O:10]/[CH:13]=[CH:12]\[C:11]([O:15][CH2:16][CH3:17])=[O:14])/[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 12182Ethyl propiolateHCID 69186N'-Hydroxybenzenecarboximidamide

Product 1

HCID 140491708HCID 140491708, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6.7 g of benzamidoxime and 5 ml ethyl propiolate were dissolved in 5 ml methanol and heated under reflux for 3 hours. The solvent was evaporated and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1), to give 4.5 g of ethyl (Z)-3-([(Z)-1-amino-1-phenylmethylidene]aminoxy)-2-propenoate.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 3 hours
  3. customThe solvent was evaporated
  4. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1)

Sources & evidence

ORD record
ord-8f6f6536f24a4cc08a6975a401cca682
Source dataset
uspto-grants-2005_04
Patent number
US06884821B1

Reaction notes

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