Sulfuryl chloride → 2-Chloromethyl-4-ethoxy-6-propyl-7-methoxysaccharin

HRID 266477Notes

Reaction equation

HRID 266477 reaction equation
C1(S[CH2:8][N:9]2[C:19](=[O:20])[C:18]3[C:13](=[C:14]([O:27][CH3:28])[C:15]([CH2:24][CH2:25][CH3:26])=[CH:16][C:17]=3[O:21][CH2:22][CH3:23])[S:10]2(=[O:12])=[O:11])C=CC=CC=1.S(Cl)([Cl:32])(=O)=O>ClCCl>[Cl:32][CH2:8][N:9]1[C:19](=[O:20])[C:18]2[C:13](=[C:14]([O:27][CH3:28])[C:15]([CH2:24][CH2:25][CH3:26])=[CH:16][C:17]=2[O:21][CH2:22][CH3:23])[S:10]1(=[O:12])=[O:11]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 700504532-Phenylthiomethyl-4-ethoxy-6-propyl-7-methoxysaccharin

Product 1

HCID 700504982-Chloromethyl-4-ethoxy-6-propyl-7-methoxysaccharinYield 89%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

By the method of part E of Example 45 2-phenylthiomethyl-4-ethoxy-6-propyl-7-methoxysaccharin (0.85 g) was reacted with sulfuryl chloride (0.30 g) in dichloromethane and purified with hexane affording 2-chloromethyl-4-ethoxy-6-propyl-7-methoxysaccharin, 0.62 g, 89% yield, mp 131°-133° C.

Workup

  1. custompurified with hexane

Sources & evidence

ORD record
ord-878ea74f98944296818a6a0e26d276c4
Source dataset
uspto-grants-1997_07
Patent number
US05650422

Reaction notes

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