Sodium Azide → HCID 178527619, compound

HRID 64845Notes

Reaction equation

HRID 64845 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].[S:5]([C:9]1[CH:14]=[CH:13][C:12]([N:15]=[C:16]=[S:17])=[CH:11][CH:10]=1)([OH:8])(=[O:7])=[O:6].[Na:18]>O>[Na:18].[S:5]([C:9]1[CH:10]=[CH:11][C:12]([N:15]2[C:16]([SH:17])=[N:3][N:2]=[N:1]2)=[CH:13][CH:14]=1)([OH:8])(=[O:6])=[O:7]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 24201678Sodium 4-sulfophenylisothiocyanate2×

Product 1

HCID 178527619HCID 178527619, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

19.5 g of sodium azide was dissolved in 1.5 l of water, then 23.7 g of sodium 4-sulfophenylisothiocyanate synthesized in (1) above was added thereto. The resulting mixture was heated using a steam bath for 8 hours, followed by removing solids by filtration. After adding 125 ml of 20% sulfuric acid to the filtrate, it was concentrated under reduced pressure. Addition of 20 g of NaCl to the concentrate caused precipitation of crystals. The crystals were collected by filtration, then dissolved in a mixed solution of 80 ml of water and 20 ml of 2N HCl. Addition of NaCl thereto little by little caused precipitation of crystals. The crystals were collected by filtration and dried to obtain 7 g of Compound II-1.

Workup

  1. additionabove was added
  2. temperatureThe resulting mixture was heated
  3. customfor 8 hours
  4. customby removing solids
  5. filtrationby filtration
  6. additionAfter adding 125 ml of 20% sulfuric acid to the filtrate, it
  7. concentrationwas concentrated under reduced pressure
  8. additionAddition of 20 g of NaCl to the concentrate
  9. customprecipitation of crystals
  10. filtrationThe crystals were collected by filtration
  11. dissolutiondissolved in a mixed solution of 80 ml of water and 20 ml of 2N HCl
  12. additionAddition of NaCl
  13. customprecipitation of crystals
  14. filtrationThe crystals were collected by filtration
  15. customdried

Sources & evidence

ORD record
ord-f83c0f0932e947cb877fdcaad542e5de
Source dataset
uspto-grants-1986_09
Patent number
US04610954

Reaction notes

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