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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2230068Generated: November 1, 2026

Nicotinic Acid → HCID 70170044, compound

https://huagongshe.com/reaction/2230068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNicotinic AcidHCID 938—
ReactantMetronidazoleHCID 4173—
ReactantThionyl ChlorideHCID 24386—
ProductHCID 70170044HCID 70170044171.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

The reaction mixture of nicotinic acid (1.23 g, 10 mmol) and thionyl chloride (3 ml) was refluxed for 2 h, the excessive thionyl chloride was evaporated under vacuum. The residue was dissolved in 5 ml of pyridine. To this solution, metronidazole (1.20 g, 7.0 mmol) was added. The mixture was stirred at 70° C. for 2 h. Pyridine was then removed under reduced pressure. The residue was dissolved in dichloromethane. The organic layer of CH2Cl2 was washed with saturated aqueous NaHCO3 solution, water, and brine, and then dried over MgSO4. The solvent was removed. The resulting pale yellow solid was recrystallized from ethyl alcohol to give 1.67 g (86.72%) 2-methyl-5-nitro-1H-imidazole-1-ethyl nicotinate. m.p.: 116-118° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06423707B1
Source datasetuspto-grants-2002_07
ORD IDord-9d7b7c030e5d45118cb290816a20c59f
Source noteuspto-grants-2002_07