Potassium Carbonate → HCID 19017719, compound

HRID 1728350Notes

Reaction equation

HRID 1728350 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:12][N:11]=[N:10][N:9]=1.N1C=NN=N1.[C:18](=[O:21])([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:8]([O:21][CH2:18][N:9]1[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Br:1])=[N:12][N:11]=[N:10]1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 178418441HCID 178418441, compoundHCID 1784193735-(2-Bromophenyl)-1H-tetrazole

Product 1

HCID 19017719HCID 19017719, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-(2-Bromophenyl)-[1H]-tetrazole was nitrogen-protected as the benzyloxymethyl (BOM) ether by reaction of a solution of the tetrazole in anhydrous dimethylformamide with technical grade BOM-chloride and anhydrous potassium carbonate. The reaction was complete in less than 60 minutes and the work up involved filtration through Celite and evaporation of the solvent under reduced pressure. The residue obtained was purified by chromatography to afford the title product in 70% yield as an oil which crystallized on standing.

Workup

  1. waitThe reaction was complete in less than 60 minutes
  2. filtrationthe work up involved filtration
  3. customthrough Celite and evaporation of the solvent under reduced pressure
  4. customThe residue obtained
  5. customwas purified by chromatography

Sources & evidence

ORD record
ord-568c71c02be74d4b8a3828c210c68130
Source dataset
uspto-grants-1994_07
Patent number
US05326776

Reaction notes

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