Formic Acid → HCID 178457196, compound

HRID 1032551Notes

Reaction equation

HRID 1032551 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([O:9][CH3:10])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][N:13]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16].[CH:20](O)=O>>[CH3:10][O:9][C:6]1[C:7]2[N:8]=[CH:20][NH:1][C:2]=2[C:3]([CH2:11][CH2:12][N:13]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16])=[CH:4][CH:5]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 22165991HCID 22165991, compound

Product 1

HCID 178457196HCID 178457196, compound

Procedure

1.2 g of N-[2-(2,3-diamino-4-methoxyphenyl)ethyl]-N,N-dipropylamine is heated under reflux with 20 ml of formic acid for 3 hours. The solution is concentrated. The residue is taken up in water, made alkaline with potassium carbonate, and extracted with ethyl acetate. The organic phase is dried over sodium sulfate and concentrated after the drying agent has been removed by filtration. The residue is chromatographed on silica gel with a mixture of dichloromethane/methanol, thus obtaining 0.42 g of 7-methoxy-4-[2-(N,N-dipropylamino)ethyl]benzimidazole as an oil.

Workup

  1. concentrationThe solution is concentrated
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. concentrationconcentrated after the drying agent
  5. customhas been removed by filtration
  6. customThe residue is chromatographed on silica gel with a mixture of dichloromethane/methanol

Sources & evidence

ORD record
ord-aa856f2d0ef94b44923cd941f23c7a44
Source dataset
uspto-grants-1990_09
Patent number
US04958026

Reaction notes

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