Chlorotrimethylsilane → 1,2-Ethanediamine, N,N'-dimethyl-N,N'-bis(trimethylsilyl)-

HRID 1283093Notes

Reaction equation

HRID 1283093 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][NH:5][CH3:6].C(N(CC)CC)C.[CH3:14][Si:15]([CH3:18])([CH3:17])Cl>C1C=CC=CC=1>[CH3:1][N:2]([Si:15]([CH3:18])([CH3:17])[CH3:14])[CH2:3][CH2:4][N:5]([CH3:6])[Si:15]([CH3:18])([CH3:17])[CH3:14]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8070N,N'-DimethylethylenediamineHCID 8471Triethylamine

Product 1

HCID 122268961,2-Ethanediamine, N,N'-dimethyl-N,N'-bis(trimethylsilyl)-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 176 parts by weight of N,N'-dimethylethylenediamine, 1000 parts by volume of benzene and 552 parts by volume of triethylamine were stirred at room temperature and at the same time 434 parts by weight of trimethylchlorosilane, diluted with 500 parts by volume of benzene, were added dropwise over the course of 3 hours. The mixture was stirred for a further 3.5 hours and left to stand overnight, and the precipitate present was filtered off and washed with benzene. The combined filtrates were concentrated in a rotary evaporator and the residue was distilled in vacuo.

Workup

  1. additionwere added dropwise over the course of 3 hours
  2. waitleft
  3. waitto stand overnight
  4. filtrationthe precipitate present was filtered off
  5. washwashed with benzene
  6. concentrationThe combined filtrates were concentrated in a rotary evaporator
  7. distillationthe residue was distilled in vacuo

Sources & evidence

ORD record
ord-d4f679d7c2ff44f0b4dbf1a155173380
Source dataset
uspto-grants-1976_08
Patent number
US03974140

Reaction notes

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