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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664299Generated: October 30, 2026

Benzylamine → N-benzyl-2-nitroaniline

https://huagongshe.com/reaction/1664299

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
Reactant1-Fluoro-2-nitrobenzeneHCID 73895—
SolventDimethylformamideHCID 6228—
ProductN-benzyl-2-nitroanilineHCID 521800105.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

According to a modification of a procedure by Goker, H. et. al. (II Farmaco 1998, 53, 415-420) a mixture of 1-fluoro-2-nitro-benzene (1067) (1.1 mL, 10.4 mmol) and benzylamine (2.35 mL, 21.5 mmol) in DMF (5 mL) was heated overnight at 80° C. The reaction mixture was concentrated to give an orange solid which was filtered, washed with water and dried to afford benzyl-(2-nitro-phenyl)-amine (1068) (2.5 g, 100%). 1H NMR 6 (400 MHz, CDCl3) 8.44 (b, 1H, NH), 8.22-8.19 (dd, 1H), 7.41-7.27 (m, 6H), 6.84-6.81 (dd, 1H), 6.70-6.66 (m, 1H), 4.58-4.57 (d, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039467B2
Source datasetuspto-grants-2011_10
ORD IDord-200108e5903c48789ae901e29d1fac7f
Source noteuspto-grants-2011_10