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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050712Generated: October 25, 2026

Water → 6-ethoxy-N-((2-chlorothiazole-5-yl)methyl)-N-ethyl-3-nitropyridin-2-amine

https://huagongshe.com/reaction/1050712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-6-ethoxy-3-nitropyridineHCID 20249408—
ReactantN-((2-Chlorothiazol-5-yl)methyl)ethanamineHCID 22450338—
SolventDimethylformamideHCID 6228—
Product6-ethoxy-N-((2-chlorothiazole-5-yl)methyl)-N-ethyl-3-nitropyridin-2-amineHCID 11787590943.9%

Reaction Steps

1.36 g of 2-chloro-6-ethoxy-3-nitropyridine, 10 mL of N,N-dimethylformamide (DMF), and 2.00 g of potassium carbonate were added to a 100 mL single neck flask, under stirring at room temperature, 1.20 g of 2-chloro-5-ethylaminomethylthiazole prepared in the example 1 in 5.0 mL of DMF was added dropwise. After that, the reaction solution was heated to 40-80° C. and reacted for 3-6 hr. After cooling down, the resulting mixture was added to water (50 mL), then treated by the method according to the example 1 to obtain 1.01 g of 6-ethoxy-N-((2-chlorothiazole-5-yl)methyl)-N-ethyl-3-nitropyridin-2-amine, a viscous liquid, with 98.6% purity, a yield of 43.2%, and the structure was confirmed by GC-Mass and 1H NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09386769B2
Source datasetuspto-grants-2016_07
ORD IDord-3299b3bb6d054d17a15cd8a80a5fed88
Source noteuspto-grants-2016_07