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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424864Generated: October 26, 2026

Hydrochloric Acid → N-[5-(3,5-Dimethyl-4-nitrophenoxy)-2-nitrophenyl]-N-methylamine

https://huagongshe.com/reaction/424864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3,5-Dimethyl-4-nitrophenolHCID 138466—
Reactant5-chloro-N-methyl-2-nitroanilineHCID 258041—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethylacetamideHCID 31374—
ProductN-[5-(3,5-Dimethyl-4-nitrophenoxy)-2-nitrophenyl]-N-methylamineHCID 8623341880.4%

Reaction Conditions

Temperature125 °C

Reaction Steps

To a solution of N-(5-chloro-2-nitrophenyl)-N-methylamine (0.86 g) and 3,5-dimethyl-4-nitrophenol (0.76 g) in N,N-dimethylacetamide (12 ml) was added potassium t-butoxide (0.554 g) at room temperature, and the resulting mixture was stirred successively at the same temperature for 20 minutes, at 100° C. for 10 minutes, at 125° C. for 45 minutes, and at 140° C. for 1 hour. After cooling the reaction mixture to 0° C., the reaction mixture was adjusted to a pH of about 3 with 3N hydrochloric acid. The crystalline solid precipitated was collected by filtration, washed successively with 3N hydrochloric acid and water and air-dried for 3 days to afford the title compound (1.16 g, yield: 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106079B2
Source datasetuspto-grants-2012_01
ORD IDord-a90ac6353eec4f488e8cc7db109a0cab
Source noteuspto-grants-2012_01