Hydrochloric Acid → HCID 57736332, compound

HRID 2261305Notes

Reaction equation

HRID 2261305 reaction equation
[CH2:1]([O:4][C:5]1[S:6][C:7]([CH:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13])=[CH:8][N:9]=1)[C:2]#[CH:3].[BH4-].[Na+].Cl>C(O)C>[CH2:1]([O:4][C:5]1[S:6][C:7]([CH2:10][CH:11]([C:12]#[N:13])[C:14]#[N:15])=[CH:8][N:9]=1)[C:2]#[CH:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 86631041HCID 86631041, compound

Product 1

HCID 57736332HCID 57736332, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Then, the resulting {[2-(2-propynyloxy)-1,3-thiazol-5-yl]methylidene}malononitrile was dissolved in 20 ml of ethanol, and a suspension of 0.09 g of sodium borohydride in 1 ml of ethanol was added dropwise. The mixture was stirred at room temperature for 1 hour. After 10 ml of 3% hydrochloric acid was added, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 1.55 g of {[2-(2-propynyloxy)-1,3-thiazol-5-yl]methyl}.

Workup

  1. additionwas added dropwise
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with aqueous saturated sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto obtain 1.55 g of {[2-(2-propynyloxy)-1,3-thiazol-5-yl]methyl}

Sources & evidence

ORD record
ord-1c07b3e5999f4a41ac53501a33a31223
Source dataset
uspto-grants-2010_12
Patent number
US07846956B2

Reaction notes

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