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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034185Generated: November 1, 2026

Acetonitrile → 4-[N-(2-chloro-5-pyridylmethyl)-N-methylamino]-3-methyl-5-nitro-2-thiazolone

https://huagongshe.com/reaction/1034185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant(Chlorothio)formyl chlorideHCID 75990—
Reactant1,1-Ethenediamine, N-[(6-chloro-3-pyridinyl)methyl]-N'-methyl-2-nitro-HCID 4325619—
Product4-[N-(2-chloro-5-pyridylmethyl)-N-methylamino]-3-methyl-5-nitro-2-thiazoloneHCID 15030463—

Reaction Steps

To a mixture of 1-(2-chloro-5-pyridylmethylamino)-1-methylamino-2-nitroethylene (3.0 g) and acetonitrile (30 ml) was added slowly and dropwise chlorocarbonylsulfenyl chloride (1.8 g) at 10° to 20° C. After an overnight stirring, the solvent was distilled off from the reaction liquid under reduced pressure and the thus obtained residue was refined with column chromatography (eluant: ethanol/chloroform=1/10) to obtain the desired 4-[N-(2-chloro-5-pyridylmethyl)-N-methylamino]-3-methyl-5-nitro-2-thiazolone (1.0 g) having a melting point in the range from 147° to 148° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05314897
Source datasetuspto-grants-1994_05
ORD IDord-d812e2476abe438fa7003e64c733a724
Source noteuspto-grants-1994_05