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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 724149Generated: October 27, 2026

Water → Methyl {2-chloro-4-[(4,6-dimethyl-3-nitro-2-pyridinyl)amino]phenyl}acetate

https://huagongshe.com/reaction/724149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-4,6-dimethyl-3-nitropyridineHCID 21875578—
ReactantMethyl 2-(4-amino-2-chlorophenyl)acetateHCID 21876454—
SolventDimethyl SulfoxideHCID 679—
ProductMethyl {2-chloro-4-[(4,6-dimethyl-3-nitro-2-pyridinyl)amino]phenyl}acetateHCID 8661150230.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of methyl 2-(4-amino-2-chlorophenyl)acetate (step 4, 2.6 g, 13.0 mmol) and 4,6-Dimethyl-3-nitro-2-pyridine (step 2 of Example 1, 2.4 g, 13.0 mmol) in DMSO was added diisopropylethylamine. The resulting mixture was stirred for 9 h at 50° C. To the mixture was poured into water and extracted with ethyl acetate (3×30 ml). The organic layer was washed with brine, dried (MgSO4) and concentrated to give a brown oil. This was purified by SiO2 column chromatography with developing hexane/ethyl acetate (10/1) to give 1.4 g (29%) of title compound as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07141580B2
Source datasetuspto-grants-2006_11
ORD IDord-4f6ee530328a4bbd94e162551aa98a02
Source noteuspto-grants-2006_11