Benzyl Bromide → HCID 178420436, compound

HRID 1293123Notes

Reaction equation

HRID 1293123 reaction equation
[SH:1][C:2]1[N:6]=[CH:5][NH:4][N:3]=1.[CH2:7](Br)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(OCC)(=O)C.C(=O)([O-])O.[Na+]>CN(C)C=O>[CH2:7]([S:1][C:2]1[N:6]=[CH:5][NH:4][N:3]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 7498Benzyl BromideHCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 178527894HCID 178527894, compound

Product 1

HCID 178420436HCID 178420436, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3-mercapto-1H-1,2,4-triazole (100 mg) and benzyl bromide (118 μl) in dimethylformamide (2 ml) was stirred at room temperature for 23 hours. To the reaction mixture were added ethyl acetate and saturated aqueous sodium hydrogencarbonate solution at room temperature, and the resultant mixture was extracted once with ethyl acetate. The organic layer was washed three times with water and subsequently once with saturated aqueous sodium chloride solution, and then dried over anhydrous sodium sulfate. The residue was filtered off, and the solvent was distilled from the resulting filtrate under reduced pressure to yield the titled compound (172 mg) as white solids.

Workup

  1. extractionthe resultant mixture was extracted once with ethyl acetate
  2. washThe organic layer was washed three times with water
  3. dry with materialsubsequently once with saturated aqueous sodium chloride solution, and then dried over anhydrous sodium sulfate
  4. filtrationThe residue was filtered off
  5. distillationthe solvent was distilled from the resulting filtrate under reduced pressure

Sources & evidence

ORD record
ord-7ec5a70104fe4a99a340a8f2fbabe170
Source dataset
uspto-grants-2007_07
Patent number
US07238720B2

Reaction notes

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