Ammonia → 1,3-Bis(trimethylsilyl)urea

HRID 1730374Notes

Reaction equation

HRID 1730374 reaction equation
C[Si](C)(C)[NH:3][Si:4]([CH3:7])([CH3:6])[CH3:5].[NH2:10][C:11](N)=[O:12].[Cl-].[NH4+].N>C1(C)C=CC=CC=1>[CH3:5][Si:4]([NH:10][C:11](=[O:12])[NH:3][Si:4]([CH3:5])([CH3:6])[CH3:7])([CH3:7])[CH3:6]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 1176UreaHCID 13838HexamethyldisilazaneHCID 25517Ammonium Chloride

Product 1

HCID 875621,3-Bis(trimethylsilyl)ureaYield 98.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

A mixture containing 750 parts by volume of hexamethyldisilazane, 750 parts by volume of toluene, 180 parts urea and 0.5 part of ammonium chloride is heated to reflux temperature (approx. 110° C.). After refluxing for 1.25 hours the evolution of ammonia has stopped and the reaction is considered to be complete. The product is cooled, filtered andthe filtered residue dried at 12 mm Hg (abs.). Approximately 603 parts (98.4 percent of theoretical) of bis-(trimethylsilyl-)urea having a purityin excess of 99 percent by weight are obtained.

Workup

  1. temperatureis heated
  2. temperatureThe product is cooled
  3. filtrationfiltered andthe filtered residue
  4. customdried at 12 mm Hg (abs.)

Sources & evidence

ORD record
ord-2ed280967f1d455988d0c8e63010c220
Source dataset
uspto-grants-1976_11
Patent number
US03992428

Reaction notes

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