Sodium Azide → 3-(Azidopropyl)triethoxysilane

HRID 435415Notes

Reaction equation

HRID 435415 reaction equation
Cl[CH2:2][CH2:3][CH2:4][Si:5]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8].[N-:15]=[N+:16]=[N-:17].[Na+]>>[N:15]([CH2:2][CH2:3][CH2:4][Si:5]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8])=[N+:16]=[N-:17]

Participants

3

Reactant 2

HCID 33557Sodium AzideHCID 78771(3-Chloropropyl)triethoxysilane

Product 1

HCID 185193903-(Azidopropyl)triethoxysilane

Conditions

Temperature
140 °C

Procedure

1.0 mole of 3-chloropropyltriethoxysilane (Cl-PTES) and 1.1 moles of sodium azide were heated together in a 500 ml capacity three neck flask made of glass and equipped with reflux condenser and magnetic stirrer and in the presence of 5 mole percent of a catalyst on the basis of a mixture of tris(n-C8 to C10 alkyl)methyl ammonium chloride with stirring for 3 hours at 140° C. The rectification subsequently carried out thereon at reduced pressure gave the 3-azidopropyltriethoxysilane (N3 -PTES) in a yield of 95 weight percent. The N3 -PTES had the following properties:

Workup

  1. customequipped
  2. temperaturewith reflux condenser and magnetic stirrer

Sources & evidence

ORD record
ord-e772fbb88e9843aab4e0682ca619323b
Source dataset
uspto-grants-1983_08
Patent number
US04401598

Reaction notes

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