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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050713Generated: October 27, 2026

Water → 6-methoxy-N-((2-chlorothiazole-5-yl)methyl)-N-ethyl-3-nitropyridine-2-amine

https://huagongshe.com/reaction/1050713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-6-methoxy-3-nitropyridineHCID 2795029—
ReactantN-((2-Chlorothiazol-5-yl)methyl)ethanamineHCID 22450338—
SolventDimethylformamideHCID 6228—
Product6-methoxy-N-((2-chlorothiazole-5-yl)methyl)-N-ethyl-3-nitropyridine-2-amineHCID 7160280158.3%

Reaction Steps

1.26 g 2-chloro-6-methoxy-3-nitropyridine and 10 mL N,N-dimethylformamide (DMF), and 2.00 g of potassium carbonate were added into a 100 mL single neck flask, under stirring at room temperature, 1.20 g of 2-chloro-5-ethylaminomethylthiazole, prepared according to the example 1, in 5.0 mL DMF were added dropwise. After that, the reaction solution was heated to 40-80° C. and then 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 1.27 g of 6-methoxy-N-((2-chlorothiazole-5-yl)methyl)-N-ethyl-3-nitropyridine-2-amine, as a golden yellow solid, having the content of 98.6%, a yield of 58.3%, 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-972621a476504162a99f3ca3ea2eeb65
Source noteuspto-grants-2016_07