Water → HCID 178495283, compound

HRID 519492Notes

Reaction equation

HRID 519492 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([NH2:7])=[N:5][N:6]=1.[CH3:8][O:9][CH2:10][C:11](=O)[CH3:12].C([BH3-])#N.[Na+].O>C(O)(=O)C>[CH3:8][O:9][CH2:10][CH:11]([NH:7][C:4]1[NH:3][C:2]([CH3:1])=[N:6][N:5]=1)[CH3:12]

Participants

6

Reactant 4

HCID 962WaterHCID 22172MethoxyacetoneHCID 5003444Sodium cyanoborohydrideHCID 178434112HCID 178434112, compound

Product 1

HCID 178495283HCID 178495283, compoundYield 32.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution (40 mL) of 5-methyl-4H-1,2,4-triazol-3-amine (2.5 g) and 1-methoxypropan-2-one (2.7 g) in acetic acid was added sodium cyanoborohydride (8.1 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 (1.4 g, 32%).

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-c779568fa88a4ae88da0f495fcb56e40
Source dataset
uspto-grants-2015_08
Patent number
US09115136B2

Reaction notes

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