Carbon Dioxide → HCID 23347045, compound

HRID 1855938Notes

Reaction equation

HRID 1855938 reaction equation
[C:1]([CH2:3][CH2:4][Si:5]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8])#[N:2].C(NCC)C.C(=O)=O.[SH2:23]>>[CH2:13]([O:12][Si:5]([O:6][CH2:7][CH3:8])([O:9][CH2:10][CH3:11])[CH2:4][CH2:3][C:1]([NH2:2])=[S:23])[CH3:14]

Participants

5

Reactant 4

HCID 280Carbon DioxideHCID 402Hydrogen SulfideHCID 8021DiethylamineHCID 135223-(Triethoxysilyl)propionitrile

Product 1

HCID 23347045HCID 23347045, compound

Conditions

Temperature
60 °C

Procedure

Into a clean, dry 300 milliliter high pressure reaction vessel was added 200 grams (0.92 moles) of beta-cyanoethyltriethoxysilane and 10 grams of diethylamine. The reactor was cooled to the temperature of solid carbon dioxide, and 42.0 grams (1.3 moles) of hydrogen sulfide was added via a calibrated metering system. The reactor was placed in a rocker and with agitation was heated to 60° C. for 5 hours. The pressure of the system increased to a maximum of 140 psig and decreased to 70 psig when the reaction was terminated. The final pressure at ambient temperature was 30 psig. The yield of crude beta-triethoxysilylthiopropionamide product was 258.4 grams. Analysis of the product mixture indicated 19 mg/g or 16% unreacted beta-cyanoethyltriethoxysilane.

Workup

  1. customInto a clean, dry
  2. custom300 milliliter high pressure reaction vessel
  3. additionwas added via a calibrated metering system
  4. temperatureThe pressure of the system increased to a maximum of 140 psig
  5. customwas terminated
  6. customat ambient temperature

Sources & evidence

ORD record
ord-900d9f2bedbb4844b0b74f28e3fba8d7
Source dataset
uspto-grants-1980_08
Patent number
US04217294

Reaction notes

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