Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587421Generated: October 29, 2026

2-Chloro-3-nitropyridine → HCID 58577473, compound

https://huagongshe.com/reaction/587421

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-3-nitropyridineHCID 79613—
Reactant2-(p-Aminoanilino)benzoxazoleHCID 459105—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 58577473HCID 5857747343.5%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of N-(1,3-benzoxazol-2-yl)benzene-1,4-diamine (0.50 g) and 2-chloro-3-nitropyridine (0.352 g) in NMP (3.0 mL) was stirred at 140° C. for 1.5 h. After this time, the reaction mixture was cooled to ambient temperature, diluted with water (50 mL), and extracted with ethyl acetate (3×100 mL). The combined organic extracts were washed with brine (100 mL), dried (Na2SO4), filtered and concentrated under reduced pressure. The residue obtained was purified by chromatography (silica, methylene chloride to 1:9 ethyl acetate/methylene chloride) to afford N-(1,3-benzoxazol-2-yl)-N′-(3-nitropyridin-2-yl)benzene-1,4-diamine (0.335 g) as a red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226921B2
Source datasetuspto-grants-2016_01
ORD IDord-7e21be8fc9d34099a401990585b3ede5
Source noteuspto-grants-2016_01