Sodium Acetate → HCID 178435589, compound

HRID 1723144Notes

Reaction equation

HRID 1723144 reaction equation
[N:1]1([CH:6]([C:8]2[CH:9]=[C:10]([NH2:15])[C:11]([NH2:14])=[CH:12][CH:13]=2)[CH3:7])[CH:5]=[CH:4][N:3]=[CH:2]1.Cl.Cl.[N:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24](=N)OCC)[CH:19]=1.C([O-])(=O)C.[Na+]>C(O)C>[N:1]1([CH:6]([C:8]2[CH:13]=[CH:12][C:11]3[NH:14][C:24]([C:20]4[CH:19]=[N:18][CH:23]=[CH:22][CH:21]=4)=[N:15][C:10]=3[CH:9]=2)[CH3:7])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 12218259HCID 12218259, compoundHCID 14518429HCID 14518429, compound

Product 1

HCID 178435589HCID 178435589, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5.05 parts of 4-[1-(1H-imidazol-1-yl)ethyl]-1,2-benzenediamine, 6.45 parts of ethyl 3-pyridinecarboximidate dihydrochloride, 4.27 parts of sodium acetate and 80 parts of absolute ethanol was stirred first for 16 hours at room temperature and for 1 hour at reflux. The reaction mixture was evaporated. There were added successively 50 parts of water and ammonium hydroxide. The product was filtered off, washed with water and 2-propanol and crystallized from ethanol. The product was filtered off and dried, yielding 5.1 parts (70%) of 5-[1-(1H-imidazol-1-yl)ethyl]-2-(3-pyridinyl)-1H-benzimidazole; mp. 253.7° C. (compound 189).

Workup

  1. temperatureat reflux
  2. customThe reaction mixture was evaporated
  3. additionThere were added successively 50 parts of water and ammonium hydroxide
  4. filtrationThe product was filtered off
  5. washwashed with water and 2-propanol
  6. customcrystallized from ethanol
  7. filtrationThe product was filtered off
  8. customdried

Sources & evidence

ORD record
ord-15736d46afc44526aabbc50d180adf1a
Source dataset
uspto-grants-1989_08
Patent number
US04859684

Reaction notes

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