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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385740Generated: October 30, 2026

1,2-Dichloroethane → 5-Nitrothiophene-2-carboxamide

https://huagongshe.com/reaction/385740

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-Nitro-2-thenoic acidHCID 80591—
ReactantDiisopropylethylamineHCID 81531—
SolventDimethylformamideHCID 6228—
Product5-Nitrothiophene-2-carboxamideHCID 314710—

Reaction Steps

5-Nitro-2-thiophenecarboxylic acid (7.50 g, 43.3 mmol), NH4Cl (6.95 g, 130 mmol), HOBT (8.62 g, 56.3 mmol), and EDC (12.46 g, 65.0 mmol) were combined with DMF (100 mL) and DIEA (15.13 mL, 87.0 mmol). The reaction was stirred at room temperature overnight. The brown solution was concentrated, diluted with saturated NaHCO3, and extracted with EtOAc (2×). The combined organic layers were washed with brine, dried (MgSO4), filtered, and evaporated. The solid residue was triturated with CH2Cl2 and filtered to isolate the title compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367706B2
Source datasetuspto-grants-2013_02
ORD IDord-6a2e4d6237f6404db21ffed4eb9386da
Source noteuspto-grants-2013_02