Sodium Hydroxide → HCID 178524236, compound

HRID 2243092Notes

Reaction equation

HRID 2243092 reaction equation
[OH-].[Na+].[N+:3]([C:6]1[CH:24]=[CH:23][C:9]2[NH:10][C:11]([C:13]3[CH:22]=[CH:21][C:16]([C:17]([O:19]C)=[O:18])=[CH:15][CH:14]=3)=[N:12][C:8]=2[CH:7]=1)([O-:5])=[O:4]>CO>[N+:3]([C:6]1[CH:24]=[CH:23][C:9]2[NH:10][C:11]([C:13]3[CH:22]=[CH:21][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=3)=[N:12][C:8]=2[CH:7]=1)([O-:5])=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178497567HCID 178497567, compound

Product 1

HCID 178524236HCID 178524236, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2M NaOH (75 ml) is added, at 0° C., to methyl 4-(5-nitro-1H-benzimidazol-2-yl)benzoate (15 g, 0.050 mol) (Example 26) in methanol (250 ml). The mixture is stirred at room temperature for 20 hours and evaporated, and the residue is taken up in water and acidified with HCl (pH=6). The resulting mixture is stirred for 16 hours at 0° C., and the product is filtered off, washed with water and recrystallized from 9/1 methanol/isopropyl ether. Yield: 10 g (70%); IR (KBr): 3357, 1675, 1602, 1537, 1377, 1320 cm−1; 1H-NMR (d6-DMSO) 7.5-8.6 (m, 7H).

Workup

  1. customevaporated
  2. stirringThe resulting mixture is stirred for 16 hours at 0° C.
  3. filtrationthe product is filtered off
  4. washwashed with water
  5. customrecrystallized from 9/1 methanol/isopropyl ether

Sources & evidence

ORD record
ord-d25d6ead2d7244daac9496bb8c3bc0e1
Source dataset
uspto-grants-2010_03
Patent number
US07674809B2

Reaction notes

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