Hydrochloric Acid → 6-(Triethoxysilyl)hexane-1-sulfonyl azide

HRID 1194067Notes

Reaction equation

HRID 1194067 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].Cl.[N-]=[N+]=[N-].[CH2:9]([O:11][Si:12]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][S:25](Cl)(=[O:27])=[O:26])([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15])[CH3:10]>P([O-])([O-])(O)=O.[Na+].[Na+].C(Cl)Cl>[CH2:9]([O:11][Si:12]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][S:25]([N:1]=[N+:2]=[N-:3])(=[O:27])=[O:26])([O:13][CH2:14][CH3:15])[O:16][CH2:17][CH3:18])[CH3:10]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 33557Sodium AzideHCID 33558AzideHCID 86742803HCID 86742803, compound

Product 1

HCID 220457406-(Triethoxysilyl)hexane-1-sulfonyl azide

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 24203Sodium Phosphate, DibasicSolvent

Procedure

Sodium azide (1.5 equivalent) in 4 ml of sodium hydrogen phosphate and hydrogen chloride buffer (14.4 g or Na2HPO4 to 4.4 mil conc HCl in 1 liter of distilled water) per gram of azide is added dropwise to a stirred 50 percent solution of triethoxysilylhexane sulfonyl chloride in methylene chloride containing 1 percent Aliquat 336. The mixture is stirred at room temperature for thirty minutes after the addition is complete. The layers are separated. The methylene chloride layer is washed with a saturated salt solution, dried over magnesium sulfate and the methylene chloride is evaporated. Ninety percent solids of a light yellow liquid triethoxysilylhexane sulfonyl azide of about 90 percent purity are obtained.

Workup

  1. additionafter the addition
  2. customThe layers are separated
  3. washThe methylene chloride layer is washed with a saturated salt solution
  4. dry with materialdried over magnesium sulfate
  5. customthe methylene chloride is evaporated

Sources & evidence

ORD record
ord-9787aeaaecd34093a042e510810e6d2c
Source dataset
uspto-grants-1989_03
Patent number
US04812519

Reaction notes

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