Ethylenediamine → ethyl 4-(4,5-dihydro-1H-imidazol-2-yl)benzoate

HRID 747667Notes

Reaction equation

HRID 747667 reaction equation
Cl.C(O[C:5]([C:7]1[CH:17]=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][CH:8]=1)=[NH:6])C.[CH2:18](N)[CH2:19][NH2:20]>C(O)C>[NH:20]1[CH2:19][CH2:18][N:6]=[C:5]1[C:7]1[CH:8]=[CH:9][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 68830640Ethyl 4-ethoxycarbonimidoylbenzoate hydrochloride

Product 1

HCID 22709787ethyl 4-(4,5-dihydro-1H-imidazol-2-yl)benzoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.96 g (11.5 mmol) of ethyl 4-ethoxycarbonimidoylbenzoate hydrochloride and 690 mg (11.5 mmol) of ethylenediamine were stirred in 100 ml of ethanol at 60° C. for 4 hours. The solvent was evaporated. 1 N aqueous sodium hydroxide solution was added to the residue. After the extraction with dichloromethane followed by the washing with saturated Aqueous NaCl solution and drying over anhydrous magnesium sulfate, the solvent was evaporated to obtain the title compound.

Workup

  1. customThe solvent was evaporated
  2. addition1 N aqueous sodium hydroxide solution was added to the residue
  3. extractionAfter the extraction with dichloromethane
  4. dry with materialdrying over anhydrous magnesium sulfate
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-cb7ec3e54e204604bbb02da5465f2b1c
Source dataset
uspto-grants-2008_07
Patent number
US07396844B1

Reaction notes

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