HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitroethane → 1-(7-Chloro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-2-nitro-1-propene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitroethane | HCID 6587 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | 7-Chloro-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxaldehyde | HCID 18462097 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(7-Chloro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-2-nitro-1-propene | HCID 69849258 | 46% |
Reaction Steps
A stirred solution of 7-chloro-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxaldehyde (1.0 g, 4.6 mmol) and ammonium acetate (0.4 g, 5.2 mmol) in nitroethane (10 mL) was heated to 100° C. for 1 h, cooled to room temperature, diluted with methanol (30 mL), cooled to 0° C., and filtered. The filter-cake was recrystallised (toluene) to give the product as yellow needles (0.58 g, 46%): mp 162-1623° C.; Found: C, 60.68; H, 4.67; N, 9.98%. C14H13ClN2O2 requires: C, 60.77; H, 4.73; N, 10.12%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06433175B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-6ea6b4194b9b4ce4a973b4dd09175a34 |
| Source note | uspto-grants-2002_08 |