Hydrochloric Acid → HCID 21844246, compound

HRID 53959Notes

Reaction equation

HRID 53959 reaction equation
C(O)C.[CH2:4]([O:6][C:7]([CH:9]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23](OCC)=[NH:24])=[CH:17][CH:16]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:8])[CH3:5].[CH2:28](N)[CH2:29][NH2:30].Cl>O>[CH2:13]([O:12][C:10]([CH:9]([C:15]1[CH:16]=[CH:17][C:18]([O:21][CH2:22][C:23]2[NH:24][CH2:28][CH2:29][N:30]=2)=[CH:19][CH:20]=1)[C:7]([O:6][CH2:4][CH3:5])=[O:8])=[O:11])[CH3:14]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702Ethanol3×HCID 3301EthylenediamineHCID 21844471Ethyl 2-ethoxycarbonyl-2-[4-(2-ethoxy-2-iminoethoxy)phenyl)acetate

Product 1

HCID 21844246HCID 21844246, compoundYield 54.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

With ice cooling and stirring, 40 ml of ethanol solution containing 3.6 g of ethyl 2-ethoxycarbonyl-2-[4-(2-ethoxy-2-iminoethoxy]phenyl]acetate obtained in the above step b) was added dropwise to a 10 ml ethanol solution containing 0.6 g of ethylenediamine, and the resulting mixture was stirred at room temperature for 1.5 hours, followed by refluxing under heating for 0.5 hours. After cooling, the resulting reaction solution was adjusted to an acidic pH with ethanol containing 13% (w/v) of hydrochloric acid, and then concentrated to dryness. The residue thus obtained was dissolved in water and washed with diethyl ether. Thereafter, the resulting water layer was adjusted to pH 9-10 with dilute sodium hydroxide aqueous solution, and crystals thus precipitated were collected by filtration. In this way, 1.83 g of the title compound was obtained in the form of colorless crystals.

Workup

  1. customobtained in the above step b)
  2. stirringthe resulting mixture was stirred at room temperature for 1.5 hours
  3. temperatureby refluxing
  4. temperatureunder heating for 0.5 hours
  5. temperatureAfter cooling
  6. customthe resulting reaction solution
  7. concentrationconcentrated to dryness
  8. customThe residue thus obtained
  9. washwashed with diethyl ether
  10. customthus precipitated
  11. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-7a23a3855a7840d4b57d888e4c5e1b56
Source dataset
uspto-grants-1997_04
Patent number
US05620991

Reaction notes

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