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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874963Generated: November 1, 2026

Dimethylformamide → Methyl 3-chloro-5-(chlorocarbonyl)-1H-pyrrole-2-carboxylate

https://huagongshe.com/reaction/1874963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant4-Chloro-5-[(methyloxy)carbonyl]-1H-pyrrole-2-carboxylic acidHCID 68486007—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-chloro-5-(chlorocarbonyl)-1H-pyrrole-2-carboxylateHCID 86644903—

Reaction Steps

Oxalyl chloride (0.430 mL, 4.91 mmol) was added to a solution of 4-chloro-5-[(methyloxy)carbonyl]-1H-pyrrole-2-carboxylic acid (0.500 g, 2.45 mmol) in DCM (50 mL). DMF (9.51 μl, 0.123 mmol) was added to the reaction mixture and the resulting suspension was stirred overnight. The solvent was evaporated to afford the title compound as a crude product (0.804 g) which was used with no further purification. 1H NMR (400 MHz, CDCl3) δ ppm 11.02 (s, 1H), 7.11 (d, 1H), 3.97 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-c85082ad817640dca3439079bacee753
Source noteuspto-grants-2012_11