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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 430441Generated: October 26, 2026

1-Bromo-2-nitro-4-(trifluoromethoxy)benzene → 2-Nitro-4-(trifluoromethoxy)benzonitrile

https://huagongshe.com/reaction/430441

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-nitro-4-(trifluoromethoxy)benzeneHCID 18350449—
ReactantHCID 178418546HCID 178418546—
SolventTolueneHCID 1140—
Product2-Nitro-4-(trifluoromethoxy)benzonitrileHCID 1835047868.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

A solution of 2-nitro-4-trifluoromethoxy-bromobenzene (2.0 g) in N,N-dimetbylformamide (2 ml) was treated with copper (I) cyanide (0.62 g) and the mixture heated at 150° C. for 1 hour. Toluene (10 ml) was added and the mixture was maintained at reflux for 1 hour. The mixture was filtered and the filtrate evaporated to give a dark oil which was purified by chromatography eluting with ethyl acetate/hexane (1:9) to give 2-nitro-4-trifluoromethoxybenzonitrile (1.1 g) as a yellow liquid, NMR (CDCl3) 7.65(m,1H), 8.0(d,1H), 8.15(m,1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06323155B1
Source datasetuspto-grants-2001_11
ORD IDord-afd57895d27e4b7599014cdd159e0be9
Source noteuspto-grants-2001_11