HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonic Acid → 6-Methoxy-2-(4-methoxyphenyl)benzo[b]thiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 4,4'-Dimethoxybenzoin | HCID 95415 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | 6-Methoxy-2-(4-methoxyphenyl)benzo[b]thiophene | HCID 850941 | 10% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Anisoin (2.87 g), 50 ml of chlorobenzene, and Lawesson's Reagent 4.04 g are placed in a flask under nitrogen. The mixture is heated to 100° C. and a methanesulfonic acid (0.65 mL) is added and the mixture heated at reflux for 92 hours. The reaction is cooled to room temperature before filtering the solids which form. The filter cake is washed with 25 ml of chlorobenzene and dried to give 270 mg of product. The solid is recrystallized from hot chlorobenzene to give 90 mgs of pure product. Analysis calculated for C16H14O4S: C, 71.08; H, 5.22; S, 11.86. Found: C, 71.27; H, 5.43; S, 11.78. MS.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06043360 |
| Source dataset | uspto-grants-2000_03 |
| ORD ID | ord-74fac657aa444fb187fb625276aea729 |
| Source note | uspto-grants-2000_03 |