Saccharin → Pseudosaccharin chloride

HRID 1252690Notes

Reaction equation

HRID 1252690 reaction equation
[S:1]1([C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:5](=O)[NH:4]1)(=[O:3])=[O:2].P(Cl)(Cl)(Cl)(Cl)[Cl:14]>CCOCC>[Cl:14][C:5]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=2[S:1](=[O:3])(=[O:2])[N:4]=1

Participants

4

Reactant 2

HCID 5143SaccharinHCID 24819Phosphorus pentachloride

Product 1

HCID 64783Pseudosaccharin chlorideYield 33.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of saccharin (10 g; 0.055 mol) and phosphorus pentachloride (12.6 g; 0.061 mol) was kept at a bath temperature of 180° C. for 1.5 hours, followed by cooling. To the reaction mixture was added ether (50 ml), followed by vigorous stirring. Crystals were collected by filtration to give the objective compound (3.68 g). Yield, 33%. M.P., 144.5°-145.5° C.

Workup

  1. customwas kept at a bath
  2. temperatureby cooling
  3. filtrationCrystals were collected by filtration

Sources & evidence

ORD record
ord-af0ad35e85fb4936a1fe1828c2f3f9f0
Source dataset
uspto-grants-1988_05
Patent number
US04745117

Reaction notes

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