Sulfuryl chloride → 2-Chloromethyl-4-sec-butyl-6-methoxysaccharin

HRID 1768711Notes

Reaction equation

HRID 1768711 reaction equation
C1(S[CH2:8][N:9]2[C:19](=[O:20])[C:18]3[C:13](=[CH:14][C:15]([O:25][CH3:26])=[CH:16][C:17]=3[CH:21]([CH2:23][CH3:24])[CH3:22])[S:10]2(=[O:12])=[O:11])C=CC=CC=1.S(Cl)([Cl:30])(=O)=O>C(Cl)Cl>[Cl:30][CH2:8][N:9]1[C:19](=[O:20])[C:18]2[C:13](=[CH:14][C:15]([O:25][CH3:26])=[CH:16][C:17]=2[CH:21]([CH2:23][CH3:24])[CH3:22])[S:10]1(=[O:12])=[O:11]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 677843062-Phenylthiomethyl-4-sec-butyl-6-methoxysaccharin

Product 1

HCID 677844242-Chloromethyl-4-sec-butyl-6-methoxysaccharin

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-phenylthiomethyl-4-sec-butyl-6-methoxysaccharin (2.6 g) in CH2Cl2 (20 mL) was added sulfuryl chloride (0.7 mL). The mixture was stirred at ambient temperature overnight, and the solvent was removed in vacuo. The residue was treated with hexane and the mixture was sonicated for 6 hours. A precipitate formed with a collected by filtration to afford 1.33 g of 2-chloromethyl-4-sec-butyl-6-methoxysaccharin.

Workup

  1. customthe solvent was removed in vacuo
  2. additionThe residue was treated with hexane
  3. customthe mixture was sonicated for 6 hours
  4. customA precipitate formed with
  5. filtrationa collected by filtration

Sources & evidence

ORD record
ord-6b1992ad09da402982c2b314e2613c54
Source dataset
uspto-grants-1995_01
Patent number
US05378720

Reaction notes

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