Water → HCID 178448902, compound

HRID 2048242Notes

Reaction equation

HRID 2048242 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[NH:5][C:6]([NH2:9])=[N:7][N:8]=1.[CH3:10][C:11](=O)[CH2:12][CH3:13].C([BH3-])#N.[Na+].O>C(O)(=O)C>[CH3:1][O:2][CH2:3][C:4]1[NH:5][C:6]([NH:9][CH:11]([CH3:10])[CH2:12][CH3:13])=[N:7][N:8]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6569Methyl Ethyl KetoneHCID 5003444Sodium cyanoborohydrideHCID 178494711HCID 178494711, compound

Product 1

HCID 178448902HCID 178448902, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution (5 mL) of 5-(methoxymethyl)-4H-1,2,4-triazol-3-amine (0.3 g) and butan-2-one (0.25 mL) in acetic acid was added sodium cyanoborohydride (0.6 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 (0.2 g, 45%).

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-e629935490544fd68888d1dbee7de6d7
Source dataset
uspto-grants-2013_11
Patent number
US08592431B2

Reaction notes

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