Water → HCID 18426800, compound

HRID 1281140Notes

Reaction equation

HRID 1281140 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]1[NH:8][C:9]2[CH:15]=[C:14]([Cl:16])[C:13]([Cl:17])=[CH:12][C:10]=2[N:11]=1.O(Cl)Cl.O.[OH-].[Na+].CN(C)[CH:26]=[O:27]>>[CH:26]([C:6]1[N:2]([CH3:1])[C:3]([C:7]2[NH:11][C:10]3[CH:12]=[C:13]([Cl:17])[C:14]([Cl:16])=[CH:15][C:9]=3[N:8]=2)=[CH:4][CH:5]=1)=[O:27]

Participants

6

Reactant 5

HCID 962WaterHCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 24646Chlorine monoxideHCID 18426804HCID 18426804, compound

Product 1

HCID 18426800HCID 18426800, compoundYield 71%

Procedure

To a solution of 2-(1-methylpyrrol-2-yl)-5,6-dichlorobenzimidazole (65 mg, 0.24 mmol) in dimethylformamide (2 mL) was added phoshorus oxychloride (0.067 mL, 0.72 mmol), and the mixture was stirred at room temperature for 24 h. Water and aqueous sodium hydroxide (1.0 mol/L) were added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure to afford 2-(2-formyl-1-methylpyrrol-5-yl)-5,6-dichlorobenzimidazole (50 mg, 71%).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried on anhydrous sodium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-7fd59063ccdd4988853b11bb6c2f04ed
Source dataset
uspto-grants-2002_09
Patent number
US06452014B1

Reaction notes

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