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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258642Generated: November 1, 2026

5-(5-Aza-spiro[2.4]hept-5-yl)-4-chloro-2-nitro-phenylamine → 4-(5-Aza-spiro[2.4]hept-5-yl)-5-chloro-benzene-1,2-diamine

https://huagongshe.com/reaction/1258642

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(5-Aza-spiro[2.4]hept-5-yl)-4-chloro-2-nitro-phenylamineHCID 67958543—
CatalystNickelHCID 935—
SolventEthyl AcetateHCID 8857—
Product4-(5-Aza-spiro[2.4]hept-5-yl)-5-chloro-benzene-1,2-diamineHCID 67957831—

Reaction Steps

A mixture of 5-(5-aza-spiro[2.4]hept-5-yl)-4-chloro-2-nitro-phenylamine (550 mg, 2.1 mmol), EtOAc (20 mL) and Ra—Ni (150 mg) was stirred for 21 h at RT under a hydrogen atmosphere (3 bar). After addition of further catalyst the hydrogenation was continued at rt for 7 h. The catalyst was removed by filtration. The filtrate was acidified with 1.25 M HCl in EtOH (6 mL) and concentrated to give the sub-title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466186B2
Source datasetuspto-grants-2013_06
ORD IDord-79b9a4646e0f4a6d85d321151601cdf7
Source noteuspto-grants-2013_06