Calcium Chloride → HCID 10035757, compound

HRID 856729Notes

Reaction equation

HRID 856729 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][N:13]2[CH:17]=[N:16][CH:15]=[N:14]2)=[CH:6][CH:5]=1)([O-])=O.[Cl-].[Ca+2].[Cl-]>C(O)C>[N:13]1([CH2:12][CH2:11][CH2:10][C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)[CH:17]=[N:16][CH:15]=[N:14]1

Participants

4

Reactant 2

HCID 5284359Calcium ChlorideHCID 69521952HCID 69521952, compound

Product 1

HCID 10035757HCID 10035757, compoundYield 72.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-[3-(4-nitrophenyl)propyl]-1,2,4-triazole (0.68 g) was dissolved in 85% ethanol solution (20.4 ml), calcium chloride (0.16 g) and reduced iron (0.82 g) were added to the mixture, and the mixture was heated to reflux for 4 hours. After allowing cooling to room temperature, the mixture was filtered with Celite, and washed with ethyl acetate. The solvent was removed under reduced pressure, and the obtained residue was added to water, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give 4-[3-(1,2,4-triazol-1-yl)propyl]aniline (0.43 g).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 4 hours
  3. filtrationthe mixture was filtered with Celite
  4. washwashed with ethyl acetate
  5. customThe solvent was removed under reduced pressure
  6. additionthe obtained residue was added to water
  7. extractionextracted with ethyl acetate
  8. washThe organic layer was washed with saturated brine
  9. dry with materialdried over magnesium sulfate
  10. customThe solvent was removed under reduced pressure
  11. customthe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-a98203e3d2a549708e6be57f9f4850d7
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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