4-Fluoroaniline → 1-(4-Fluorophenyl)-2,5-bis(4-nitrophenyl)-1H-pyrrole

Participants

Role	Name	HCID	Charge
Reactant	4-Fluoroaniline	HCID 9731	—
Reactant	1,4-Bis(4-nitrophenyl)butane-1,4-dione	HCID 13762891	—
Solvent	Acetic Acid	HCID 176	—
Solvent	Water	HCID 962	—
Solvent	Diethyl Ether	HCID 3283	—
Product	1-(4-Fluorophenyl)-2,5-bis(4-nitrophenyl)-1H-pyrrole	HCID 58226815	91%

Reaction Conditions

Temperature	70 °C

Reaction Steps

To a slurry of the product from Example 1A (1.5 g, 4.57 mmol) in acetic acid (22.85 mL) was added 4-fluoroaniline (4.33 ml, 45.7 mmol). The mixture was heated to 70° C. for 24 h. After cooling to rt the mixture was diluted with water and ether and stirred vigourously, filtered and dried to provide 1.67 g (91%) of the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08691938B2
Source dataset	uspto-grants-2014_04
ORD ID	ord-9a89e21c36c240379a649e9268a0ef16
Source note	uspto-grants-2014_04