Sodium Bicarbonate → HCID 67463258, compound

HRID 132011Notes

Reaction equation

HRID 132011 reaction equation
[NH:1]([C:5]1[CH:32]=[CH:31][C:8]([C:9](=[O:30])[CH2:10][N:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[N:13]=[C:12]2[C:20]2[C:21]([NH:25][CH2:26][CH2:27]C#N)=[N:22][O:23][N:24]=2)=[CH:7][CH:6]=1)C(C)=O.[C:33](=[O:36])(O)[O-:34].[Na+]>Cl.O>[NH2:1][C:5]1[CH:32]=[CH:31][C:8]([C:9](=[O:30])[CH2:10][N:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[N:13]=[C:12]2[C:20]2[C:21]([NH:25][CH2:26][CH2:27][C:33]([OH:34])=[O:36])=[N:22][O:23][N:24]=2)=[CH:7][CH:6]=1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 67462144HCID 67462144, compound

Product 1

HCID 67463258HCID 67463258, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of 4-[1-(4-acetaminophenacyl)-1H-benzimidazol-2-yl]-furazan-3-yl-N-(2-cyanoethyl)-amine (0.061 g) in aqueous hydrochloric acid (5 ml, HCl conc.) is heated at reflux for two hours. The mixture is diluted with water and neutralized by addition of sodium bicarbonate. Extraction with ethyl acetate, drying over sodium sulphate, filtering and evaporation of the resulting filtrate to dryness gives the title compound in pure form, m.p. 174-177° C. 1H-NMR (400 MHz, d6-DMSO): 12.40 (s, 1H); 7.84 (m, 4H); 7.38 (m, 3H); 6.65 (m, 2H); 6.28 (S, 2H); 6.17 (s, 2H); 3.57 (m, 2H); 2.66 (t, 2H).

Workup

  1. temperatureat reflux for two hours
  2. extractionExtraction with ethyl acetate
  3. dry with materialdrying over sodium sulphate
  4. filtrationfiltering
  5. customevaporation of the resulting filtrate to dryness

Sources & evidence

ORD record
ord-cd7f843aafde4cfd83dbff3f9bb88a2e
Source dataset
uspto-grants-2008_06
Patent number
US07385061B2

Reaction notes

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