Sulfuryl chloride → 2-Chloromethyl-4-ethyl-5,7-dimethoxy-6-methylsaccharin

HRID 266480Notes

Reaction equation

C1(S[CH2:8][N:9]2[C:19](=[O:20])[C:18]3[C:13](=[C:14]([O:26][CH3:27])[C:15]([CH3:25])=[C:16]([O:23][CH3:24])[C:17]=3[CH2:21][CH3:22])[S:10]2(=[O:12])=[O:11])C=CC=CC=1.S(Cl)([Cl:31])(=O)=O>>[Cl:31][CH2:8][N:9]1[C:19](=[O:20])[C:18]2[C:13](=[C:14]([O:26][CH3:27])[C:15]([CH3:25])=[C:16]([O:23][CH3:24])[C:17]=2[CH2:21][CH3:22])[S:10]1(=[O:12])=[O:11]

Participants

Reactant 2

HCID 24648Sulfuryl chloride

HCID 70050753HCID 70050753, compound

Product 1

HCID 700523432-Chloromethyl-4-ethyl-5,7-dimethoxy-6-methylsaccharinYield 22%

Procedure

By the method of Example 21 phenylthiomethylation of 4-ethyl-5,7-dimethoxy-6-methylsaccharin (0.65 g) with chloromethyl phenyl sulfide (0.24 mL) gave 2-phenylthiomethyl-4-ethyl-5,7-dimethoxy-6-methylsaccharin, reaction of which with sulfuryl chloride gave 2-chloromethyl-4-ethyl-5,7-dimethoxy-6-methylsaccharin, 0.16 g, 22% yield.

Sources & evidence

ORD record: ord-f1eafe34cd7046019bc73f749ac8d49a
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05650422

Reaction notes

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