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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 131340Generated: October 26, 2026

Stannous Chloride → 8-Chloro-2-isopropyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine hydrochloride

https://huagongshe.com/reaction/131340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous ChlorideHCID 24479—
Reactant2-(4-Chloro-2-nitro-phenylamino)-5-isopropyl-benzonitrileHCID 58625913—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
Product8-Chloro-2-isopropyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine hydrochlorideHCID 136384143198%

Reaction Steps

Heat a solution of 2-(4-chloro-2-nitro-phenylamino)-5-isopropyl-benzonitrile (0.313 g, 0.99 mmol) in ethanol (6 ml) to 60° C. To this is add a solution of tin (II) chloride (0.752 g, 3.96 mmol) in 5.0 N hydrochloric acid (6 ml) and heat the resulting mixture to reflux for 16 hours. Cool the reaction to room temperature and place in a freezer for 16 hours. Collect by filtration the precipitated product s from the solution and to obtain 0.316 g of the title compound (0.98 mmol, 99% yield) as a yellow amorphous solid: Mass Spectrum (m/e): 286(M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07384934B2
Source datasetuspto-grants-2008_06
ORD IDord-982a38d5da114502a2f62dbcc1689042
Source noteuspto-grants-2008_06