HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Methyl-4-[[(1-methylimidazol-2-yl)methyl]sulfanyl]aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(chloromethyl)-1-methyl-1H-imidazole hydrochloride | HCID 2795406 | — |
| Reactant | 4-Amino-2-methylbenzene-1-thiol | HCID 19867385 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Methyl-4-[[(1-methylimidazol-2-yl)methyl]sulfanyl]aniline | HCID 43303175 | 90.3% |
Reaction Steps
To a solution of 4-amino-2-methylthiophenol (500 mg) in methanol (10 ml) was added 1N aqueous solution of sodium hydroxide (12 ml), and a solution of 2-chloromethyl-1-methylimidazole hydrochloride (660 mg) in methanol (10 ml) was added at 0° C. Water was added to the mixture, and the mixture was extracted with ethyl acetate and the organic layer was dried over magnesium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was recrystallized from hexane-ethyl acetate, to give 3-methyl-4-[[(1-methylimidazol-2-yl)methyl]sulfanyl]aniline (757 mg) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07262185B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-ae67017008b04a2f986cd7277017ef2c |
| Source note | uspto-grants-2007_08 |