Phenothiazine → HCID 20532697, compound

HRID 1759024Notes

Reaction equation

HRID 1759024 reaction equation
[CH2:1]([O:3][SiH:4]([O:8][CH2:9][CH3:10])[O:5][CH2:6][CH3:7])[CH3:2].C1C2NC3C(=CC=CC=3)SC=2C=CC=1.C([C:28]1([O:39][C:40]2(CC=C)C(Cl)=C(Cl)C(Cl)=[C:42](Cl)[CH:41]2Cl)[C:33]([Cl:34])=[C:32]([Cl:35])[C:31]([Cl:36])=[C:30]([Cl:37])[CH:29]1[Cl:38])C=C>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[Cl:34][C:33]1[C:28]([O:39][CH2:40][CH2:41][CH2:42][Si:4]([O:8][CH2:9][CH3:10])([O:5][CH2:6][CH3:7])[O:3][CH2:1][CH3:2])=[C:29]([Cl:38])[C:30]([Cl:37])=[C:31]([Cl:36])[C:32]=1[Cl:35]

Participants

5

Reactant 3

HCID 7108PhenothiazineHCID 13830TriethoxysilaneHCID 86738467HCID 86738467, compound2×

Product 1

HCID 20532697HCID 20532697, compound

Reagents, catalysts & solvents 1

HCID 61859Chloroplatinic acidCatalyst

Conditions

Temperature
90 °C

Procedure

27.0 parts of triethoxysilane, 0.05 parts phenothiazine, and 250 ppm hexachloroplatinic acid were charged to a three-neck 100 ml round bottom flask equipped with a magnetic stirrer, thermometer, addition funnel, and water condenser with a nitrogen by-pass. 18.4 parts of allylpentachlorophenyl ether prepared as described above was then added to the dropping funnel. Flask contents were heated to 80° C. at which point the allylpentachlorophenyl ether was added dropwise keeping the exotherm below 100° C. by regulation of the addition rate. After the addition was completed (ca. 15 minutes) the total flask contents were heated at 90° C. for 30 minutes then cooled to room temperature. The flask contents were then evaporated under reduced pressure at 60° C. to yield a liquid which was subsequently vacuum distilled through a six-inch heated vigreux column at 1.0 mm Hg. 13.0 parts of 3-(pentachlorophenoxy)propyltriethoxysilane with a boiling point of 216°-245° C. at 1.0 mm Hg was obtained. The product was identified by gas chromatography, infrared and nuclear magnetic resonance spectroscopy.

Workup

  1. customequipped with a magnetic stirrer
  2. additionthermometer, addition funnel, and water condenser with a nitrogen by-pass
  3. additionabove was then added to the dropping funnel
  4. additionwas added dropwise
  5. customthe exotherm below 100° C.
  6. additionAfter the addition
  7. custom(ca. 15 minutes)
  8. temperaturethen cooled to room temperature
  9. customThe flask contents were then evaporated under reduced pressure at 60° C.
  10. customto yield a liquid which
  11. distillationdistilled through a six-inch heated vigreux column at 1.0 mm Hg

Sources & evidence

ORD record
ord-50d34815a0f94add89661f8519a07624
Source dataset
uspto-grants-1982_07
Patent number
US04338454

Reaction notes

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