Calcium Chloride → HCID 86595194, compound

HRID 856622Notes

Reaction equation

HRID 856622 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([C:32]2[N:36]([CH2:37][CH2:38][CH3:39])[CH:35]=[N:34][N:33]=2)[CH2:11][S:12][CH2:13][CH:14]([C:24]2[N:28]([CH2:29][CH2:30][CH3:31])[CH:27]=[N:26][N:25]=2)[C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][CH:16]=2)=[CH:6][CH:5]=1)([O-])=O.[Cl-].[Ca+2].[Cl-]>C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH:10]([C:32]2[N:36]([CH2:37][CH2:38][CH3:39])[CH:35]=[N:34][N:33]=2)[CH2:11][S:12][CH2:13][CH:14]([C:24]2[N:28]([CH2:29][CH2:30][CH3:31])[CH:27]=[N:26][N:25]=2)[C:15]2[CH:16]=[CH:17][C:18]([NH2:21])=[CH:19][CH:20]=2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 5284359Calcium ChlorideHCID 86595195HCID 86595195, compound

Product 1

HCID 86595194HCID 86595194, compoundYield 105.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-nitrophenyl 2-(4-propyl-4H-1,2,4-triazol-3-yl)ethylsulfide (3.2 g), reduced iron (3.1 g) and calcium chloride (0.6 g) were added to 85% aqueous solution of ethanol (100 ml), and the mixture was refluxed for 3 hours. The reaction solution was filtered with Celite, and the solvent of the filtrate was distilled off. The residue was purified by silica gel column chromatography (elution solvent: triethylamine/methanol/ethyl acetate), to give 4-aminophenyl 2-(4-propyl-4H-1,2,4-triazol-3-yl)ethylsulfide (3.0 g) as yellow amorphous.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. filtrationThe reaction solution was filtered with Celite
  3. distillationthe solvent of the filtrate was distilled off
  4. customThe residue was purified by silica gel column chromatography (elution solvent: triethylamine/methanol/ethyl acetate)

Sources & evidence

ORD record
ord-5ae0e3463ede40bab18f831d9092c080
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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