Water → HCID 21431156, compound

HRID 436779Notes

Reaction equation

HRID 436779 reaction equation
[S-:1][C:2]#[N:3].[Na+].[C:5]([N:9]=[N:10][C:11](Cl)([CH3:13])[CH3:12])([CH3:8])([CH3:7])[CH3:6].O>CO>[C:5]([N:9]=[N:10][C:11]([S:1][C:2]#[N:3])([CH3:13])[CH3:12])([CH3:8])([CH3:7])[CH3:6]

Participants

5

Reactant 3

HCID 962WaterHCID 516871Sodium thiocyanateHCID 1564434955296-56-5

Product 1

HCID 21431156HCID 21431156, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 9.72 grams (0.12 moles) of sodium thiocyanate in 50 ml methanol in a 125 ml erlenmeyer flask was slowly added 16.25 grams (0.1 mole) of 2-t-butylazo-2-chloropropane while holding the reaction temperature at 5° C. with an ice bath. After the addition was complete, the reaction was stirred an additional 15 minutes and poured into 300 ml water. The solids which formed were filtered off and pulled semi-dry on the filter funnel. The crystals were dissolved in pentane, dried over anhydrous sodium sulfate, filtered and the pentane evaporated under reduced pressure. The pale yellow solid residue weighed 8.0 grams (43% crude yield) and melted at 29°-31° C. The infrared spectrum of the product contained a sharp weak band at 2160 cm-1. There also was a weak doublet at 2020 and 2070 cm-1 indicating there was a trace of the isothiocyanato isomer present.

Workup

  1. customat 5° C.
  2. additionAfter the addition
  3. customThe solids which formed
  4. filtrationwere filtered off
  5. dissolutionThe crystals were dissolved in pentane
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. customthe pentane evaporated under reduced pressure

Sources & evidence

ORD record
ord-738fafcd8c2945d499f97a3ca05b392d
Source dataset
uspto-grants-1977_06
Patent number
US04028344

Reaction notes

Loading…