HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 67046796, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | O-Toluidine | HCID 7242 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67046796 | HCID 67046796 | 43.5% |
Reaction Steps
To a solution of 2-methylaniline (2.2 g, 20 mmol, purchased from TCl) in pyridine (1.7 ml. 1.7 g, 21.4 mmol) and DCM (85 ml), methanesulfonyl chloride (1.6 ml, 2.3 g, 20 mmol) was added dropwise over 10 minutes at 0° C. The reaction mixture was stirred at room temperature for 1 hour. After cooling to 0° C., aluminum trichloride (6.8 g, 51 mmol) was added to the reaction mixture carefully. Then acetyl chloride (1.9 g, 20 mmol) was added dropwise over 15 minutes. The reaction mixture was diluted with toluene (25 ml) and poured into 2 M HCl aqueous solution (500 ml) with stirring at 0° C. The precipitates were filtered,washed with water and dried in vacuo to afford the title compound (2.1 g, 43%) as yellow solids.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622589B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-a2aa513e62a8444a9972517ce52a7586 |
| Source note | uspto-grants-2009_11 |