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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1708559Generated: November 1, 2026

2-Cyano-5-nitroindane → 5-Amino-2-cyanoindane

https://huagongshe.com/reaction/1708559

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Cyano-5-nitroindaneHCID 18958962—
CatalystPalladiumHCID 23938—
SolventDichloromethane methanolHCID 21226129—
Product5-Amino-2-cyanoindaneHCID 18958964103.9%

Reaction Steps

A solution of 2-cyano-5-nitroindane (11.90 g, 63.3 mmol) in methanol/dichloromethane=1:1 (200 ml) was hydrogenated over 10% palladium on charcoal (1.2 g) at 30 p.s.i and 20° C. for 5 hours. The catalyst was filtered off and the filtrate was concentrated under reduced pressure to give 5-amino-2-cyanoindane (10.4 g) which was used directly for the next reaction. A portion, recrystallised from ethanol, formed pinkish needles, m.p. 73°-76° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05358953
Source datasetuspto-grants-1994_10
ORD IDord-59ebf44a699a4b7a8da098522783093f
Source noteuspto-grants-1994_10