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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1410211Generated: October 27, 2026

Hydrochloric Acid → (4-Chloro-3-nitrobenzyl)amine hydrochloride

https://huagongshe.com/reaction/1410211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantBenzonitrile, 4-chloro-3-nitro-HCID 13655—
ReactantBorane;tetrahydrofuranHCID 2723981—
SolventTetrahydrofuranHCID 8028—
Product(4-Chloro-3-nitrobenzyl)amine hydrochlorideHCID 18796739—

Reaction Steps

BH3/THF (279 mL; 279 mmol) was added to a solution of 4-chloro-3-nitrobenzonitrile (30 g; 164 mmol) in THF (100 mL) over 30 min at 0° C. and the resulting mixture was stirred over night and allowed to reach rt. MeOH (150 mL) and conc. HCl (60 mL) was added and the resulting mixture was refluxed for 4 h and thereafter concentrated. The residue was treated with water (500 mL) and the resulting precipitate was filtered off. The filtrate was treated with NaCl (120 g) and heated and the resulting precipitate was filtered off to give the sub-title compound. Yield: 24.059 g (65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921405B2
Source datasetuspto-grants-2014_12
ORD IDord-821890d95d7f486586c6841d87f8fa76
Source noteuspto-grants-2014_12