Trichlorosilane → HCID 123671386, compound

HRID 2273165Notes

Reaction equation

HRID 2273165 reaction equation
[C:1]([N-:5][CH:6]=[CH:7][N-:8][C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:4])([CH3:3])[CH3:2].[Li+].[Li+].[Li].Cl[SiH:17](Cl)Cl.[O-:20][C:21]#[N:22].[Na+]>CCCCCC.O1CCCC1>[C:9]([N:8]1[CH:7]=[CH:6][N:5]([C:1]([CH3:3])([CH3:4])[CH3:2])[SiH:17]1[N:22]=[C:21]=[O:20])([CH3:12])([CH3:11])[CH3:10]

Participants

7

Reactant 4

HCID 24811TrichlorosilaneHCID 517096Sodium CyanateHCID 3028194LithiumHCID 72325861HCID 72325861, compound

Product 1

HCID 123671386HCID 123671386, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

In an argon atmosphere, a dilithium(N,N′-di-tert-butyl-1,2-vinylenediaminide) solution prepared by using 32.16 g of tBuNCHCHNtBu, 250 mL of tetrahydrofuran and 2.67 g of lithium according to the procedure described in Reference Example-9 was added to a hexane (30 mL) solution containing 25.12 g (185.5 mmol) of trichlorosilane, and the mixture was stirred at room temperature for 3 hours. To this reaction mixture, 14.47 g (purity: 96%, 213.7 mmol) of sodium cyanate was added, and the mixture was stirred for 4 hours under heating an refluxing. Insoluble matters produced were separated by filtration, and the solvent was removed by distillation from the filtrate under atmospheric pressure. The obtained residue was distilled under reduced pressure (distillation temperature: 85° C./3.3×102 Pa) to obtain 1,3-di-tert-butyl-2-isocyanato-1,3-diaza-2-silacyclopent-4-ene (Si(tBuNCHCHNtBu)(H)NCO) as a colorless liquid (yielded amount: 35.44 g, yield: 80%). The thus-obtained Si(tBuNCHCHNtBu)(H)NCO was measured for the 1H and 13C NMR spectra, as a result, these spectra agreed with spectra of those obtained in Example-29 and Example-30.

Workup

  1. stirringthe mixture was stirred for 4 hours
  2. temperatureunder heating an refluxing
  3. customInsoluble matters produced
  4. customwere separated by filtration
  5. customthe solvent was removed by distillation from the filtrate under atmospheric pressure
  6. distillationThe obtained residue was distilled under reduced pressure (distillation temperature: 85° C./3.3×102 Pa)
  7. customto obtain

Sources & evidence

ORD record
ord-8b92821f12ca42f1bb0ee1c9c94efe99
Source dataset
uspto-grants-2015_09
Patent number
US09120825B2

Reaction notes

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