Phosphorus pentachloride → 1-Acetyl-3-(1-chloro-1-phenyl-methylidene)-2-indolinone

HRID 24728Notes

Reaction equation

HRID 24728 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[C:13](O)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5]1=[O:21])(=[O:3])[CH3:2].P(Cl)(Cl)(Cl)(Cl)[Cl:23]>C1(C)C=CC=CC=1>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[C:13]([Cl:23])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5]1=[O:21])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 178473960HCID 178473960, compound

Product 1

HCID 697436571-Acetyl-3-(1-chloro-1-phenyl-methylidene)-2-indolinone

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5.6 g (20 mmol) of 1-acetyl-3-(1-hydroxy-1-phenyl-methylidene)-2-indolinone are suspended in 45 ml of toluene and while cooling with ice combined with 4.2 g (20 mmol) of phosphorus pentachloride and then stirred for 18 hours at ambient temperature. The precipitate formed after cooling with ice is suction filtered and dried.

Workup

  1. temperaturewhile cooling with ice
  2. customThe precipitate formed
  3. temperatureafter cooling with ice
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-77fe7249055e4aceb7efdf17b39e9c7c
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Reaction notes

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