Sodium Hydroxide → HCID 178441471, compound

HRID 274568Notes

Reaction equation

HRID 274568 reaction equation
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH:21]=[CH:20][CH:19]=[C:18]3[C:22]3[NH:26][N:25]=[N:24][N:23]=3)=[CH:13][CH:12]=2)[C:8]2[C:27]([C:31]([O:33]C)=[O:32])=[CH:28][CH:29]=[CH:30][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>CO>[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([N:17]3[CH:21]=[CH:20][CH:19]=[C:18]3[C:22]3[NH:26][N:25]=[N:24][N:23]=3)=[CH:15][CH:16]=2)[C:8]2[C:27]([C:31]([OH:33])=[O:32])=[CH:28][CH:29]=[CH:30][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178441477HCID 178441477, compound

Product 1

HCID 178441471HCID 178441471, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 2-butyl-1-[[4-[2-(1H-tetrazol-5-yl)-1-pyrrolyl]phenyl]methyl]benzimidazole-7-carboxylate (0.85 g) in methanol (10 ml) containing 1N aqueous NaOH (5.7 ml) was heated under reflux for 2 hours. After evaporation of methanol, the residue was neutralized with 1N aqueous hydrochloric acid to precipitate crystals. Recrystallization from chloroform-methanol afforded colorless prisms (0.71 g, 78%), m.p. 165°-167° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customAfter evaporation of methanol
  4. customto precipitate crystals
  5. customRecrystallization from chloroform-methanol afforded colorless prisms (0.71 g, 78%), m.p. 165°-167° C.

Sources & evidence

ORD record
ord-76afc389d89b48e785c7242b4ebfde36
Source dataset
uspto-grants-1995_02
Patent number
US05389641

Reaction notes

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