Sodium Bicarbonate → HCID 67463258, compound

HRID 553348Notes

Reaction equation

HRID 553348 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-5b55b11db96547dc8fe5cd334595eae2
Source dataset
uspto-grants-2011_11
Patent number
USRE042890E1

Reaction notes

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