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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2303951Generated: October 26, 2026

Nitroethane → 1-(7-Chloro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-2-nitro-1-propene

https://huagongshe.com/reaction/2303951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitroethaneHCID 6587—
ReactantAmmonium AcetateHCID 517165—
Reactant7-Chloro-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxaldehydeHCID 18462097—
SolventMethanolHCID 887—
Product1-(7-Chloro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-2-nitro-1-propeneHCID 6984925846%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06433175B1
Source datasetuspto-grants-2002_08
ORD IDord-6ea6b4194b9b4ce4a973b4dd09175a34
Source noteuspto-grants-2002_08