5-Nitro-2-Furoic Acid → 5-Nitrofuroyl chloride

HRID 980023Notes

Reaction equation

HRID 980023 reaction equation
[N+:1]([C:4]1[O:8][C:7]([C:9]([OH:11])=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].P(Cl)(Cl)(Cl)(Cl)[Cl:13]>C(OCC)(=O)C>[N+:1]([C:4]1[O:8][C:7]([C:9]([Cl:13])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 125775-Nitro-2-Furoic AcidHCID 24819Phosphorus pentachloride

Product 1

HCID 907115-Nitrofuroyl chloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 1.2 g of 5-nitrofuran-2-carboxylic acid in 15 ml of ethyl acetate, was added 2.5 g of phosphorous pentachloride. The resulting mixture was stirred for 45 minutes at room temperature. Distilling off the solvent gave the oily substance, 5-nitrofuran-2-carboxylic acid chloride.

Workup

  1. distillationDistilling off the solvent

Sources & evidence

ORD record
ord-0a214481ad384c5a9f3eaa161d7c54ae
Source dataset
uspto-grants-1987_01
Patent number
US04634783

Reaction notes

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