Phosphorus pentachloride → 5-Acetamidonaphthalene-1-sulfonyl chloride

HRID 1795371Notes

Reaction equation

HRID 1795371 reaction equation
[C:1]([NH:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[CH:8][CH:9]=[C:10]2[S:15]([OH:18])(=O)=[O:16])(=[O:3])[CH3:2].P(Cl)(Cl)(Cl)(Cl)[Cl:20]>>[C:1]([NH:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[CH:8][CH:9]=[C:10]2[S:15]([Cl:20])(=[O:18])=[O:16])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 10038494HCID 10038494, compound

Product 1

HCID 50103065-Acetamidonaphthalene-1-sulfonyl chloride

Conditions

Temperature
60 °C

Procedure

1.40 g of 5-acetylaminonaphthalene-1-sulfonic acid and 2.23 g of phosphorus pentachloride are combined and stirred for 4 hours at 60° C. Then the solution is poured onto ice water and extracted with dichloromethane. The organic extracts collected are dried with sodium sulfate and evaporated down in vacuo. Yield: 1.10 g.

Workup

  1. additionThen the solution is poured onto ice water
  2. extractionextracted with dichloromethane
  3. customThe organic extracts collected
  4. dry with materialare dried with sodium sulfate
  5. customevaporated down in vacuo

Sources & evidence

ORD record
ord-15b87746fc584bcb880e1e88605c3173
Source dataset
uspto-grants-2006_04
Patent number
US07026475B2

Reaction notes

Loading…