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Ammonia → N,N-dimethyl-N'-trimethylsilylsulfamide

HRID 435201
Notes
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Reaction equation

HRID 435201 reaction equation
[CH3:1][Si:2]([CH3:9])([CH3:8])[NH:3][Si](C)(C)C.[CH3:10][N:11]([CH3:16])[S:12](N)(=[O:14])=[O:13].N>S1(C2C(=CC=CC=2)C(=O)N1)(=O)=O.C1(C)C=CC=CC=1>[CH3:10][N:11]([CH3:16])[S:12]([NH:3][Si:2]([CH3:9])([CH3:8])[CH3:1])(=[O:14])=[O:13]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 222AmmoniaHCID 13838HexamethyldisilazaneHCID 134472N,N-Dimethylsulfamide

Product 1

HCID 20491068N,N-dimethyl-N'-trimethylsilylsulfamideYield 140.1%

Reagents, catalysts & solvents 2

HCID 5143SaccharinCatalystHCID 1140
Toluene
Solvent

Procedure

3 ml (14.4 mmoles) of hexamethyldisilazane were added to a refluxing mixture of 2.48 g (20 mmoles) of N,N-dimethylsulfamide, 9 mg (0.05 mmole) of saccharin and 30 ml of toluene. By the method described hereinbefore, it was established that the calculated amount of ammonia had been evolved after refluxing for one hour and volatile materials were then evaporated under reduced pressure. The residue was dried to room temperature to obtain 3.96 g (101%) of N,N-dimethyl-N'-trimethylsilylsulfamide melting at 83°-86° C.

Workup

  1. temperatureafter refluxing for one hour
  2. customvolatile materials were then evaporated under reduced pressure
  3. customThe residue was dried to room temperature

Sources & evidence

ORD record
ord-7a3879dc1e8646ac88dc2e25af8e7704
Source dataset
uspto-grants-1983_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04400509

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes