HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuryl chloride → 2-Chloromethyl-4-isopropyl-5,6-dimethoxysaccharin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | Chloromethyl phenyl sulphide | HCID 81623 | — |
| Reactant | 4-Isopropyl-5,6-dimethoxysaccharin | HCID 15291077 | — |
| Reactant | HCID 54046916 | HCID 54046916 | — |
| Reactant | HCID 70052898 | HCID 70052898 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 2-Chloromethyl-4-isopropyl-5,6-dimethoxysaccharin | HCID 70044954 | 85% |
Reaction Steps
By the method of Example 22A 2-aminosulfonyl-4,5-dimethoxy-6-isopropyl-N,N-dimethylbenzamide (10.75 g) was prepared and cyclized to 4-isopropyl-5,6-dimethoxysaccharin (mp 186°-188° C. from ether-hexane), phenylthiomethylation of part (5 g) of which with chloromethyl phenyl sulfide (2.48 mL) gave 2-phenylthiomethyl-4-isopropyl-5,6-dimethoxysaccharin (4.07 g), reaction of which with sulfuryl chloride (three molar equivalents) gave 2-chloromethyl-4-isopropyl-5,6-dimethoxysaccharin, 85% yield, mp 117°-119° C. from ethyl acetate-hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05650422 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-6044b58b956f4f54b6d25cf4b9ff0156 |
| Source note | uspto-grants-1997_07 |