HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 66603345, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 4-Bromophthalic anhydride | HCID 66590 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 66603345 | HCID 66603345 | — |
Reaction Steps
A solution of 4-bromophthalic anhydride (2.0 g) in toluene (20 mL) was treated with 33% methylamine in EtOH (1.65 mL) and a crystal of DMAP. After stirring for 1 h at ambient temperature, the mixture was heated to reflux under a dean-stark trap during 14 h. The reaction mixture was cooled to −20° C., and the resulting white crystals collected and washed with hexanes to give N-methyl-3-bromophthalimide (1.32 g) m.p. 149-151. Concentration of the mother liquor and recrystalization from benzene (3 mL) gave a second crop, 430 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851637B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-47112cecb1fc45898ba9ff57399f9813 |
| Source note | uspto-grants-2010_12 |