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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930540Generated: October 31, 2026

Ammonia → N3-benzyl-4-nitro-benzene-1,3-diamine

https://huagongshe.com/reaction/930540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantN-Benzyl-5-fluoro-2-nitroanilineHCID 14751679—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN3-benzyl-4-nitro-benzene-1,3-diamineHCID 6821673884%

Reaction Conditions

Temperature90 °C

Reaction Steps

Ammonia (49 mmol) is purged in THF for 1 h at −70° C., benzyl-(5-fluoro-2-nitro-phenyl)-amine E-1.1″ (6.000 g; 24 mmol) is added to the reaction mixture. The reaction mixture is stirred in a steel bomb vessel at 90° C. for 16 h. The reaction is then cooled to 0° C., diluted with water and extracted with ethyl acetate. The combined organic layers are dried with Na2SO4, filtered and concentrated under reduced pressure. The residue is used in the next step without further purification (yield: 84%; 5.000 g; 20.554 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296748B2
Source datasetuspto-grants-2016_03
ORD IDord-5a5de4ebc4864b11bcfcd0c7d8266521
Source noteuspto-grants-2016_03