Phosphorus pentachloride → HCID 54531212, compound

HRID 982295Notes

Reaction equation

HRID 982295 reaction equation
[CH3:1][O:2][NH:3][C:4](=O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:21]>C1C=CC=CC=1>[CH3:1][O:2][N:3]=[C:4]([Cl:21])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 20067328HCID 20067328, compound

Product 1

HCID 54531212HCID 54531212, compoundYield 55.7%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
25 °C

Procedure

To a suspension of 79 g of the product of Example 1 in 1500 ml of benzene under a N2 atmosphere, cooled at 20° to 30° C. with external cooling, was added, portionwise, 60.2 g of phosphorous pentachloride. After stirring at 25° C. for about 24 hours, the suspension was warmed at 40° C. for about four hours, then cooled to 25° C. and filtered. The filtrate was evaporated at less than 40° C. under vacuum, and residue was chromatographed on silica gel with methylene chloride as eluant to yield 47 g of the subject compound as a crude yellow oil.

Workup

  1. temperaturecooled at 20° to 30° C. with external cooling
  2. additionwas added
  3. temperaturethe suspension was warmed at 40° C. for about four hours
  4. temperaturecooled to 25° C.
  5. filtrationfiltered
  6. customThe filtrate was evaporated at less than 40° C. under vacuum, and residue
  7. customwas chromatographed on silica gel with methylene chloride as eluant

Sources & evidence

ORD record
ord-97b710354f754b00bb3db7be92439d76
Source dataset
uspto-grants-1991_02
Patent number
US04995901

Reaction notes

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