Hydrochloric Acid → HCID 19996497, compound

HRID 2248442Notes

Reaction equation

HRID 2248442 reaction equation
C([N:5]1[C:9]2[CH:10]=[C:11]([CH3:17])[C:12]([O:15][CH3:16])=[C:13]([CH3:14])[C:8]=2[N:7]=[C:6]1[S:18]([CH2:20][C:21]1[C:26]([CH3:27])=[C:25]([O:28][CH3:29])[C:24]([CH3:30])=[CH:23][N:22]=1)=[O:19])(=O)CC.N#N.Cl>[OH-].[Na+]>[CH3:14][C:13]1[C:8]2[N:7]=[C:6]([S:18]([CH2:20][C:21]3[C:26]([CH3:27])=[C:25]([O:28][CH3:29])[C:24]([CH3:30])=[CH:23][N:22]=3)=[O:19])[NH:5][C:9]=2[CH:10]=[C:11]([CH3:17])[C:12]=1[O:15][CH3:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 947NitrogenHCID 53996987HCID 53996987, compound

Product 1

HCID 19996497HCID 19996497, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

N1 -Propionyl-4,6-dimethyl-5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl) methyl]sulfinyl]-1H-benzimidazole (1.0 g, 0.0023 mol) was heated in 1M NaOH (15 ml) for 1 h under stirring and N2 -atmosphere. pH was adjusted to 9.5 by addition of 2M HCl. Extraction with CH2Cl2, separation of the phases, drying the organic phase, evaporation of the solvent and recrystallization from CH3CN gave the desired product (0.30 g, 35%), m.p. 137° C.

Workup

  1. extractionExtraction
  2. customwith CH2Cl2, separation of the phases
  3. customdrying
  4. customthe organic phase, evaporation of the solvent and recrystallization from CH3CN

Sources & evidence

ORD record
ord-b5cc52ead4a942d7b435cad8b08ab630
Source dataset
uspto-grants-1991_08
Patent number
US05039806

Reaction notes

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