HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → 5-Amino-1-ethyl-3,3-dimethyl-6-nitro-1.3-dihydro-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-(3,3-Dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)acetamide | HCID 23092658 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 5-Amino-1-ethyl-3,3-dimethyl-6-nitro-1.3-dihydro-indol-2-one | HCID 23092649 | — |
Reaction Steps
Analogously to general procedure (I) N-(3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (0.75 g) is alkylated using ethyl iodide (0.5 ml; 5.7 mmol) and K2CO3 (1.6 g; 11.6 mmol) at 55° C. for 7 h. After aqueous work-up the crude alkylated acetamide (0.8 g; 2.74 mmol) is de-acetylated under reflux conditions in 2-propanol (3 ml) and hydrochloric acid (5 ml). After aqueous work-up the crude 5-amino-1-ethyl-3,3-dimethyl-6-nitro-1,3-dihydro-indol-2-one (0.6 g) is used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07714010B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-b6003fe6977a42388b981660d7010a7a |
| Source note | uspto-grants-2010_05 |