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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513278Generated: October 31, 2026

Acetic Acid → 6-Chloro-4-(thiophen-2-ylmethylamino)nicotinamide

https://huagongshe.com/reaction/513278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormamideHCID 713—
ReactantSodium ethoxideHCID 2723922—
ReactantEthyl 6-chloro-4-(thiophen-2-ylmethylamino)nicotinateHCID 86664545—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product6-Chloro-4-(thiophen-2-ylmethylamino)nicotinamideHCID 5843983179.2%

Reaction Steps

To a solution of ethyl 6-chloro-4-(thiophen-2-ylmethylamino)nicotinate (1.54 g, 5.19 mmol) in DMF (8 mL) and HCONH2 (2 mL, 50.3 mmol), NaOEt (21% by wt., 7.80 mL, 20.9 mmol) in EtOH was added. The mixture was stirred at room temperature for 20 min. HOAc (2 mL) was added to neutralize NaOEt. Water was then added to induce precipitation. The precipitate was collected, dried on vacuum to give 6-chloro-4-(thiophen-2-ylmethylamino)nicotinamide as a solid (1.10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102625B2
Source datasetuspto-grants-2015_08
ORD IDord-708b26475f07488aa45eb68d998c2a85
Source noteuspto-grants-2015_08