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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390252Generated: October 31, 2026

Water → 3-(3-Dimethoxymethyl-4-nitro-phenoxy)phenylamine

https://huagongshe.com/reaction/390252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant3-AminophenolHCID 11568—
Reactant4-Chloro-2-(dimethoxymethyl)-1-nitrobenzeneHCID 3570093—
SolventDimethylacetamideHCID 31374—
Product3-(3-Dimethoxymethyl-4-nitro-phenoxy)phenylamineHCID 58625052—

Reaction Conditions

Temperature100 °C

Reaction Steps

3-Amino-phenol (0.050 mol) was dissolved in DMA (100 ml). K2CO3 (0.050 mol) was added. 4-Chloro-2-dimethoxymethyl-1-nitro-benzene (0.050 mol) was added and the reaction mixture was stirred overnight at 100° C., then for 2 hours at 120° C. The reaction mixture was poured out into water and this mixture was extracted with diisopropyl ether. The separated organic layer was dried, filtered and the solvent evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2:CH3OH 100:0 (to remove starting material) up to 70:30). The desired fractions were collected and the solvent was evaporated to yield the title compound as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383637B2
Source datasetuspto-grants-2013_02
ORD IDord-97735abd24424020b7ebb3dd3d1592e8
Source noteuspto-grants-2013_02