Hydrochloric Acid → HCID 57736293, compound

HRID 2261367Notes

Reaction equation

HRID 2261367 reaction equation
[CH2:1]([S:3][C:4]1[N:5]([CH3:15])[C:6]([CH:9]=[C:10]([C:13]#[N:14])[C:11]#[N:12])=[CH:7][N:8]=1)[CH3:2].[BH4-].[Na+].Cl>O1CCCC1>[CH2:1]([S:3][C:4]1[N:5]([CH3:15])[C:6]([CH2:9][CH:10]([C:11]#[N:12])[C:13]#[N:14])=[CH:7][N:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1489940HCID 1489940, compoundHCID 4311764Sodium borohydride

Product 1

HCID 57736293HCID 57736293, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.44 g of [(2-ethylthio-1-methylimidazol-5-yl)methylidene]malononitrile was dissolved in 10 ml of tetrahydrofuran, and 0.10 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 under ice-cooling 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 [(2-ethylthio-1-methylimidazol-5-yl)methyl]malononitrile.

Workup

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

Sources & evidence

ORD record
ord-4a94640f2d4e493aa0e13d50d246dda9
Source dataset
uspto-grants-2010_12
Patent number
US07846956B2

Reaction notes

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