HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 5-(Methanesulfonyl-methylamino)-N-methyl-N-propyl-isophthalamic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Methanesulfonylamino-N-methyl-N-propyl-isophthalamic acid methyl ester | HCID 68815239 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(Methanesulfonyl-methylamino)-N-methyl-N-propyl-isophthalamic acid methyl ester | HCID 68815370 | — |
Reaction Steps
Mix 5-methanesulfonylamino-N-methyl-N-propyl-isophthalamic acid methyl ester (2.09 g, 6.36 mmol), iodomethane (1.35 g, 9.55 mmol), potassium carbonate (1.38 g, 10 mmol), and tetrabutylammonium bromide (206 mg, 0.64 mmol) in DMF (10 mL) at room temperature for 30 min. Dilute with ethyl acetate and wash with 10% aqueous potassium carbonate, 1 N lithium chloride and saturated aqueous sodium chloride. Dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 0:100 to 40:60 ethyl acetate:dichloromethane) to give the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07618978B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-72fd23ae9dac49e3b308529baf3d7f3a |
| Source note | uspto-grants-2009_11 |