HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Chlorothiophenol → Methyl 2-[{[4-(2-butynyloxy)-phenyl]sulfonyl}-(methyl)amino]-5-[(4-chlorophenyl)sulfanyl]-pentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Chlorothiophenol | HCID 7815 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-[{[4-(2-butynyloxy)phenyl]sulfonyl}(methyl)amino]-5-iodopentanoate | HCID 22644817 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Methyl 2-[{[4-(2-butynyloxy)-phenyl]sulfonyl}-(methyl)amino]-5-[(4-chlorophenyl)sulfanyl]-pentanoate | HCID 22644766 | 80.6% |
Reaction Steps
A solution of 0.958 g (2.0 mmol) of methyl 2-[{[4-(2-butynyloxy)phenyl]sulfonyl}(methyl)amino]-5-iodopentanoate, 0.35 g (2.4 mmol) of 4-chlorobenzenethiol, and 0.323 g of diisopropylethylamine in 50 ml of isopropyl alcohol was stirred at room temperature for 18 hours. Evaporation of solvent gave 0.8 g of methyl 2-[{[4-(2-butynyloxy)-phenyl]sulfonyl}-(methyl)amino]-5-[(4-chlorophenyl)sulfanyl]-pentanoate as colorless crystals, mp 88-89° C., Electrospray Mass Spec 496.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06716833B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-254e22e8e46a46f19d55bd6fbc4ce693 |
| Source note | uspto-grants-2004_04 |