Hydrochloric Acid → HCID 86631042, compound

HRID 2261318Notes

Reaction equation

HRID 2261318 reaction equation
[CH2:1]([N:4]1[CH:8]=[C:7]([CH:9]=[C:10]([C:13]#[N:14])[C:11]#[N:12])[CH:6]=[N:5]1)[C:2]#[CH:3].[BH4-].[Na+].Cl>O1CCCC1>[CH2:1]([N:4]1[CH:8]=[C:7]([CH2:9][CH:10]([C:11]#[N:12])[C:13]#[N:14])[CH:6]=[N:5]1)[C:2]#[CH:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 86631043HCID 86631043, compound

Product 1

HCID 86631042HCID 86631042, compoundYield 43.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.73 g of [(1-propargyl-1H-pyrazol-4-yl)methylidene]malononitrile was dissolved in 10 ml of tetrahydrofuran, and 0.19 g of sodium borohydride was then added under ice-cooling. The mixture was stirred for 4 hours under ice-cooling. The reaction mixture was added to 0.5 N hydrochloric acid and then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.32 g of [(1-prop-2-ynyl-1H-pyrazol-4-yl)methyl]malononitrile.

Workup

  1. temperaturecooling
  2. temperaturecooling
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a1d4be570b5c43fc95a803c5b57b615d
Source dataset
uspto-grants-2010_12
Patent number
US07846956B2

Reaction notes

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