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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235335Generated: October 31, 2026

Iodoethane → 5-Amino-1-ethyl-3,3-dimethyl-6-nitro-1.3-dihydro-indol-2-one

https://huagongshe.com/reaction/2235335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
ReactantN-(3,3-Dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)acetamideHCID 23092658—
SolventHydrochloric AcidHCID 313—
SolventIsopropanolHCID 3776—
Product5-Amino-1-ethyl-3,3-dimethyl-6-nitro-1.3-dihydro-indol-2-oneHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714010B2
Source datasetuspto-grants-2010_05
ORD IDord-b6003fe6977a42388b981660d7010a7a
Source noteuspto-grants-2010_05