Pyridine → HCID 54064120, compound

HRID 865390Notes

Reaction equation

HRID 865390 reaction equation
[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[S:22](O)(=[O:24])=[O:23])=[CH:12][CH:11]=2)[C:7]2[CH:26]=[C:27]([C:31]3[N:35]([CH3:36])[C:34]4[CH:37]=[CH:38][CH:39]=[CH:40][C:33]=4[N:32]=3)[CH:28]=[C:29]([CH3:30])[C:6]=2[N:5]=1)[CH2:2][CH3:3].[N:41]1C=CC=CC=1>>[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[S:22](=[O:24])(=[O:23])[NH2:41])=[CH:12][CH:11]=2)[C:7]2[CH:26]=[C:27]([C:31]3[N:35]([CH3:36])[C:34]4[CH:37]=[CH:38][CH:39]=[CH:40][C:33]=4[N:32]=3)[CH:28]=[C:29]([CH3:30])[C:6]=2[N:5]=1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 1049PyridineHCID 15295806HCID 15295806, compound

Product 1

HCID 54064120HCID 54064120, compound

Procedure

1.2 g of 4'-[(2-n-Propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-benzimidazol-1-yl)-methyl]-2-sulpho-biphenyl are stirred with 10 ml of pyridine at 60° C. for 1 hour. The solution is then evaporated down, the residue is stirred with acetone and suction filtered. It is then taken up in 15 ml of thionylchloride and stirred for 1 hour at 60° C. After evaporation the residue is taken up in 10 ml of dimethylformamide and stirred into 10 ml of dimethylformamide saturated with ammonia. After 15 minutes stirring at ambient temperature the mixture is evaporated down and chromatographed on silica gel with dichloromethane/ethanol (98:2).

Workup

  1. customThe solution is then evaporated down
  2. filtrationfiltered
  3. stirringstirred for 1 hour at 60° C
  4. customAfter evaporation the residue
  5. stirringstirred into 10 ml of dimethylformamide saturated with ammonia
  6. stirringAfter 15 minutes stirring at ambient temperature the mixture
  7. customis evaporated down
  8. customchromatographed on silica gel with dichloromethane/ethanol (98:2)

Sources & evidence

ORD record
ord-4d907d4d33ff4818aa5f54a2256aaafe
Source dataset
uspto-grants-1996_10
Patent number
US05565469

Reaction notes

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