Dichloromethane → HCID 11032691, compound

HRID 1953243Notes

Reaction equation

HRID 1953243 reaction equation
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]2[N:8]([CH3:20])[C:9]([CH2:11][C:12]3[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=3)=[N:10][C:6]=2[CH:5]=1)([O-])=O.[N+](C1C=CC2N=C(CC3C=CC(C#N)=CC=3)N(C)C=2C=1)([O-])=O.C(Cl)Cl>CO.[Pd]>[NH2:1][C:4]1[CH:22]=[CH:21][C:7]2[N:8]([CH3:20])[C:9]([CH2:11][C:12]3[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=3)=[N:10][C:6]=2[CH:5]=1

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 15429335HCID 15429335, compoundHCID 23302574HCID 23302574, compound

Product 1

HCID 11032691HCID 11032691, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.1 g (37.6 mmol) of 4-[(5-nitro-1-methyl-1H-benzimidazol-2-yl)-methyl]-benzonitrile and 4-[(6-nitro-1-methyl-1H-benzimidazol-2-yl)-methyl]-benzonitrile are dissolved in 30 ml methanol and 40 ml methylene chloride and after the addition of 0.2 g palladium on activated charcoal (10%) hydrogenated for 60 minutes at ambient temperature. Then the catalyst is filtered off and the filtrate is concentrated by evaporation. The residue is chromatographed on silica gel and eluted with methylene chloride/methanol (30:1).

Workup

  1. filtrationThen the catalyst is filtered off
  2. concentrationthe filtrate is concentrated by evaporation
  3. customThe residue is chromatographed on silica gel
  4. washeluted with methylene chloride/methanol (30:1)

Sources & evidence

ORD record
ord-fe4abee6caaf4860a5b7b5927602dbe4
Source dataset
uspto-grants-2000_09
Patent number
US06114532

Reaction notes

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