Sodium Cyanate → HCID 123413399, compound

HRID 2273167Notes

Reaction equation

HRID 2273167 reaction equation
Cl[SiH:2]1[N:6]([C:7]([CH3:14])([CH3:13])[CH2:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH:5]=[CH:4][N:3]1[C:15]([CH3:22])([CH3:21])[CH2:16][C:17]([CH3:20])([CH3:19])[CH3:18].[O-:23][C:24]#[N:25].[Na+]>O1CCCC1>[N:25]([SiH:2]1[N:6]([C:7]([CH3:14])([CH3:13])[CH2:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH:5]=[CH:4][N:3]1[C:15]([CH3:22])([CH3:21])[CH2:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[C:24]=[O:23]

Participants

4

Reactant 2

HCID 517096Sodium CyanateHCID 123708636HCID 123708636, compound

Product 1

HCID 123413399HCID 123413399, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In an argon atmosphere, 7.57 g (22.0 mmol) of Si(tOctNCHCHNtOct)(H)Cl was dissolved in 30 mL of tetrahydrofuran and after adding 2.14 g (purity: 96%, 31.6 mmol) of sodium cyanate, the mixture was stirred for 18 hours under heating and 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: 117° C./73 Pa) to obtain 2-isocyanato-1,3-bis(1,1,3,3-tetramethylbutyl)-1,3-diaza-2-silacyclopent-4-ene (Si(tOctNCHCHNtOct)(H)NCO) as a colorless liquid (yielded amount: 6.91 g, yield: 89%).

Workup

  1. temperatureunder heating
  2. temperaturerefluxing
  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: 117° C./73 Pa)
  7. customto obtain

Sources & evidence

ORD record
ord-33922201ed8a48879ded8c18754c1bc8
Source dataset
uspto-grants-2015_09
Patent number
US09120825B2

Reaction notes

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