HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuryl chloride → HCID 20146207, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | Sulfur dichloride | HCID 25353 | — |
| Reactant | 2-Naphthalenecarboxamide, 1-hydroxy-N-[2-(tetradecyloxy)phenyl]- | HCID 170164 | — |
| Reactant | HCID 178468888 | HCID 178468888 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 20146207 | HCID 20146207 | 77.5% |
Reaction Steps
2-(2-Tetradecyloxyphenyl)carbamoyl-1-naphthol (22.8 g) was dissolved in 100 ml of dichloromethane, and a dichloromethane solution of sulphenyl chloride prepared from 25 g of 1-(3-ethoxycarbonylphenyl)-5-mercaptotetrazole and 13.5 g of sulfuryl chloride was added dropwise thereto at room temperature. The resulting dichloromethane solution was stirred for an additional 5 hours, and washed with an aqueous sodium bicarbonate solution and further with water. The dichloromethane was distilled away under reduced pressure and the residue was crystallized from methanol to obtain 26.9 g of 2-(2-tetradecyloxyphenyl)carbamoyl-4-[1-(3-ethoxycarbonylphenyl)-5-tetrazolylthio]-1-naphthol, m.p., 88°-90° C. Yield was 74.3%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04734357 |
| Source dataset | uspto-grants-1988_03 |
| ORD ID | ord-f30d03954bd44bd9bda07b5597a8dab2 |
| Source note | uspto-grants-1988_03 |