HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Benzamide, 2-amino-5-chloro-N-methyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-Chloroisatoic anhydride | HCID 78480 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzamide, 2-amino-5-chloro-N-methyl- | HCID 209072 | 86.6% |
Reaction Steps
To a solution of 5-chloroisatoic anhydride (10.0 g, 51 mmol) in tetrahydrofuran (100 ml) at ambient temperature was added a 40% w/w aqueous solution of methylamine (19.80 g, 255 mmol) dropwise. The mixture was stirred at an ambient temperature for 1 hour. Ethyl acetate (100 ml) and water (100 ml) were added and the phases separated. The aqueous layer was back extracted with ethyl acetate (100 ml) and the combined organics were evaporated under reduced pressure to afford a white solid, which was recrystallised from toluene (60 ml) to afford the title compound as a white solid (8.15 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119088B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-77837f925a274932af28837f4c3f4597 |
| Source note | uspto-grants-2006_10 |