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
22.8 g of 2-(2-tetradecyloxyphenyl)carbamoyl-1-naphthol was dissolved in 100 ml of dichloromethane and to the solution was added dropwise at room temperature a dichloromethane solution of the sulfenyl chloride prepared from 25 g of 1-(3-ethoxycarbonylphenyl)-5-mercaptotetrazole and 13.5 g of sulfuryl chloride. After the completion of the addition, the mixture was stirred for 5 hours and the dichloromethane solution was washed with an aqueous solution of sodium hydrogencarbonate and then with water. The dichloromethane was distilled off 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. Yield: 74.3%. Melting Point: 88° to 90° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04628024 |
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| Source dataset | uspto-grants-1986_12 |
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| ORD ID | ord-08521387ce7a4c93bb1eb710cf3e4ccc |
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| Source note | uspto-grants-1986_12 |
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