Ethanol → HCID 22938389, compound

HRID 856784Notes

Reaction equation

HRID 856784 reaction equation
C[N:2]1[CH:6]=[N:5][N:4]=[C:3]1[S:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=1.[Cl-].[Ca+2].[Cl-].[CH2:20](O)C>>[NH2:14][C:11]1[CH:12]=[CH:13][C:8]([S:7][C:3]2[N:2]=[CH:6][N:5]([CH3:20])[N:4]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 1203830HCID 1203830, compoundHCID 5284359Calcium Chloride

Product 1

HCID 22938389HCID 22938389, compound

Conditions

Temperature
105 °C

Procedure

4-methyl-3-[(4-nitrophenyl)thio]-1,2,4-triazole (1.0 g), reduced iron (1.18 g) and calcium chloride (2.35 g) were added to 85% aqueous solution of ethanol (15 ml), and the mixture was stirred for 6 hours under nitrogen atmosphere at 105° C. The mixture was allowed to be at room temperature, the insolubles were filtered off, and the solvent was distilled off under reduced pressure. To the obtained residue were added water, and the mixture extracted with ethyl acetate twice. The organic layer was dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was recrystallized from ethyl acetate-diisopropyl ether, to give 3-[(4-aminophenyl)thio]-1-methyl-1,2,4-triazole (418 mg) as yellow crystals.

Workup

  1. customto be at room temperature
  2. filtrationthe insolubles were filtered off
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionTo the obtained residue were added water
  5. extractionthe mixture extracted with ethyl acetate twice
  6. dry with materialThe organic layer was dried over magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. customThe obtained residue was recrystallized from ethyl acetate-diisopropyl ether

Sources & evidence

ORD record
ord-c07156f491b64678bfe1cebf5f33e3ec
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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