Phosphorus oxychloride → Dimethyl 4-chloropyridine-3,5-dicarboxylate

Participants

Role	Name	HCID	Charge
Reactant	Phosphorus oxychloride	HCID 24813	—
Reactant	4-Oxo-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester	HCID 11390199	—
Product	Dimethyl 4-chloropyridine-3,5-dicarboxylate	HCID 22019198	33.7%

Reaction Conditions

Temperature	140 °C

Reaction Steps

A mixture of dimethyl 4-oxo-1,4-dihydropyridine-3,5-dicarboxylate (3 g, crude) and POCl3 (10 mL) was heated to 140° C. in the sealed tube for 15 hours. The mixture was cooled to RT, poured into ice and extracted with ether. The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated to afford the title compound as solid (yield 33.7%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09440968B2
Source dataset	uspto-grants-2016_09
ORD ID	ord-d14a058bf7e8446199a5ef4d0ec86e68
Source note	uspto-grants-2016_09