Sodium Hydroxide → HCID 178493960, compound

HRID 860953Notes

Reaction equation

HRID 860953 reaction equation
[CH3:1][O:2][C:3]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:21]3[NH:25][N:24]=[N:23][N:22]=3)=[CH:11][CH:10]=2)[C:6]2[C:26]([C:30]([O:32]C)=[O:31])=[CH:27][CH:28]=[CH:29][C:5]=2[N:4]=1.[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[N:7]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:21]3[NH:25][N:24]=[N:23][N:22]=3)=[CH:13][CH:14]=2)[C:6]2[C:26]([C:30]([OH:32])=[O:31])=[CH:27][CH:28]=[CH:29][C:5]=2[N:4]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178497586HCID 178497586, compound

Product 1

HCID 178493960HCID 178493960, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 2-methoxy-1-[[2′-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylate (0.22 g) in methanol (10 ml) was added 1N—NaOH (1.5 ml). The mixture was heated for 6 hours under reflux. The reaction mixture was concentrated to dryness and to the residue was added water. The mixture was adjusted to pH 3–4 with 1N—HCl to give crystals. Recrystallization from methanol-chloroform gave colorless needles (0.17 g, 77%), m.p. 208–209° C.

Workup

  1. temperatureThe mixture was heated for 6 hours
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated to dryness and to the residue
  4. additionwas added water
  5. customto give crystals
  6. customRecrystallization from methanol-chloroform

Sources & evidence

ORD record
ord-5f85dd313a5249ed9917551125e4d6d2
Source dataset
uspto-grants-2006_12
Patent number
US07153972B2

Reaction notes

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