Sodium Hydroxide → HCID 178493960, compound

HRID 397135Notes

Reaction equation

HRID 397135 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-7c3dda9eccfb4d66803129d31d997ce4
Source dataset
uspto-grants-2003_08
Patent number
US06608210B2

Reaction notes

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