Water → HCID 178448901, compound

HRID 1688467Notes

Reaction equation

HRID 1688467 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([NH2:7])=[N:5][N:6]=1.[CH3:8][C:9](=O)[CH2:10][CH3:11].C([BH3-])#N.[Na+].O>C(O)(=O)C>[CH3:1][C:2]1[NH:3][C:4]([NH:7][CH:9]([CH3:8])[CH2:10][CH3:11])=[N:5][N:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6569Methyl Ethyl KetoneHCID 5003444Sodium cyanoborohydrideHCID 178434112HCID 178434112, compound

Product 1

HCID 178448901HCID 178448901, compoundYield 61.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution (50 mL) of 5-methyl-4H-1,2,4-triazol-3-amine (5 g) and butan-2-one (5.5 g) in acetic acid was added sodium cyanoborohydride (16 g), and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the solvent was evaporated under reduced pressure. The obtained residue was poured into saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with a mixed solvent of ethyl acetate and isopropyl alcohol (3:1). The obtained extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound as a colorless solid (4.8 g, 61%).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. additionThe obtained residue was poured into saturated aqueous sodium hydrogen carbonate
  3. extractionthe mixture was extracted with a mixed solvent of ethyl acetate and isopropyl alcohol (3:1)
  4. extractionThe obtained extract
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3f456fed27e840ee90e4dba07dbd3146
Source dataset
uspto-grants-2012_04
Patent number
US08148383B2

Reaction notes

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