Calcium Chloride → HCID 69522698, compound

HRID 856721Notes

Reaction equation

HRID 856721 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S: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][S: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 69521699HCID 69521699, compound

Product 1

HCID 69522698HCID 69522698, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 1-[2-[(4-nitrophenyl)sulfanyl]ethyl]-1,2,4-triazole (1.3 g) was added 85% ethanol solution (38 ml), calcium chloride (0.28 g) and reduced iron (1.4 g) were added to the mixture, and the mixture was heated to reflux for 3 hours. After 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-[[2-(1,2,4-triazol-1-yl)ethyl]sulfanyl]phenylamine (0.95 g).

Workup

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

Sources & evidence

ORD record
ord-8d26d8bcaa054fbca34b8892baa39cc1
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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