Formic Acid → 3-(5-bromo-thiophen-2-yl)-1-methyl-1H-[1,2,4]triazole

HRID 1020954Notes

Reaction equation

HRID 1020954 reaction equation
[CH3:1][NH:2][NH:3][C:4]([C:6]1[S:7][C:8]([Br:11])=[CH:9][CH:10]=1)=[NH:5].[CH:12](O)=O>>[Br:11][C:8]1[S:7][C:6]([C:4]2[N:5]=[CH:1][N:2]([CH3:12])[N:3]=2)=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 178486232HCID 178486232, compound

Product 1

HCID 583719633-(5-bromo-thiophen-2-yl)-1-methyl-1H-[1,2,4]triazole

Procedure

A mixture of compound 5-bromo-thiophene 2-carboximidic-N′-methyl-hydrazide (4BW) (13 g) in formic acid (100 ml) was refluxed overnight and concentrated. The residue was treated with sat. NaHCO3, and extracted with EtOAc three times. The combined organics were dried over MgSO4. After concentration, compound 5BW was purified by column using 80% EtoAc/hexane to yield light yellow colored solid.

Workup

  1. temperaturewas refluxed overnight
  2. concentrationconcentrated
  3. additionThe residue was treated with sat. NaHCO3
  4. extractionextracted with EtOAc three times
  5. dry with materialThe combined organics were dried over MgSO4
  6. concentrationAfter concentration, compound
  7. customwas purified by column
  8. customto yield light yellow colored solid

Sources & evidence

ORD record
ord-88744a2cbbf34795ae70be31c1465d12
Source dataset
uspto-grants-2014_05
Patent number
US08716483B2

Reaction notes

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