Ammonia → HCID 10931917, compound

HRID 435190Notes

Reaction equation

HRID 435190 reaction equation
[CH3:1][Si:2]([CH3:9])([CH3:8])[NH:3][Si](C)(C)C.[CH3:10][C:11]([CH3:16])([CH3:15])[C:12](N)=[O:13].N>S1(C2C(=CC=CC=2)C(=O)N1)(=O)=O>[CH3:1][Si:2]([CH3:9])([CH3:8])[NH:3][C:12](=[O:13])[C:11]([CH3:16])([CH3:15])[CH3:10]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 12957TrimethylacetamideHCID 13838Hexamethyldisilazane

Product 1

HCID 10931917HCID 10931917, compoundYield 125.4%

Reagents, catalysts & solvents 1

HCID 5143SaccharinCatalyst

Procedure

7.7 ml (37 mmoles) of hexamethyldisilazane were added to 5.0 g (49.5 mmoles) of α,α-dimethylpropionamide and 10 mg (0.05 mmole) of saccharin in 15 ml of refluxing tolune over 15 minutes and after refluxing for 45 minutes, the evolution of ammonia had stopped completely. Evaporation and drying in vacuo yielded 8.04 g (98%) of N-trimethylsilyl-α,α-dimethylpropionamide melting at 101°-105.5° C. According to NMR analysis, the purity of the product was 92%.

Workup

  1. temperatureof refluxing tolune over 15 minutes
  2. temperatureafter refluxing for 45 minutes
  3. customEvaporation
  4. customdrying in vacuo

Sources & evidence

ORD record
ord-b690b502814546dc9f007c4699fb74e8
Source dataset
uspto-grants-1983_08
Patent number
US04400509

Reaction notes

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