HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(2-Chlorophenyl)-3-[1-(1-naphthyl)tetrazol-5-yl]sulfanyl-propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,2-Dihydro-1-naphthyl-5H-tetrazole-5-thione | HCID 2731701 | — |
| Reactant | 2-(2-Chlorobenzyl)oxirane | HCID 12322349 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(2-Chlorophenyl)-3-[1-(1-naphthyl)tetrazol-5-yl]sulfanyl-propan-2-ol | HCID 5275126 | 14% |
Reaction Steps
A solution of 1,2-dihydro-1-(1-naphthalenyl)-5H-tetrazole-5-thione (50.0 mg, 0.22 mmol), 2-chloro-1-(2,3-epoxypropyl)benzene (36.9 mg, 0.22 mmol) and Et3N (0.15 mL, 1.10 mmol) in MeOH (5 mL) was heated at reflux for 2 h. The mixture was concentrated under reduced pressure and the residue was purified by HPLC using a gradient of MeCN/H2O containing TFA (0.1%) (CombiPrep ODS-AQ 50×20 mm, 5μ, 120 Å). The pure fractions were concentrated to give the title compound (12 mg, 14% yield) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07642277B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-85240ee15cd24fff8522dd9ff14ce685 |
| Source note | uspto-grants-2010_01 |