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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409420Generated: October 30, 2026

Formamide → 4-(2-(Dimethylamino)-2-(thiophen-3-yl)acetamido)benzamide

https://huagongshe.com/reaction/409420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 4-(2-(dimethylamino)-2-(thiophen-3-yl)acetamido)benzoateHCID 59161754—
SolventDimethylformamideHCID 6228—
Product4-(2-(Dimethylamino)-2-(thiophen-3-yl)acetamido)benzamideHCID 46184604—

Reaction Conditions

Temperature100 °C

Reaction Steps

Methyl 4-(2-(dimethylamino)-2-(thiophen-3-yl)acetamido)benzoate (E114) and formamide dissolved in DMF under Ar were heated to 100° C. The NaOMe was then added and the reaction heated for 2 hours. The reaction was partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc. The extracts were dried (MgSO4), filtered and evaporated. Column chromatography (SiO2, 0-100% EtOAc/Hex) gave pure 4-(2-(dimethylamino)-2-(thiophen-3-yl)acetamido)benzamide (E115).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759388B2
Source datasetuspto-grants-2014_06
ORD IDord-fe1bd3ffd0aa445a80ed67751eae6679
Source noteuspto-grants-2014_06