Oxalyl chloride → 5,6-dichloropyridine-3-carbonyl Chloride

HRID 912873Notes

Reaction equation

HRID 912873 reaction equation
[Cl:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7](O)=[O:8].C(Cl)(C([Cl:16])=O)=O>CN(C=O)C>[Cl:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([Cl:16])=[O:8]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 2479875,6-Dichloronicotinic acid

Product 1

HCID 27821565,6-dichloropyridine-3-carbonyl Chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

A mixture of 5,6-dichloro-nicotinic acid (7.0 g, 0.036 mol, Aldrich), (COCl)2 (50 mL, Aldrich) and DMF (2 drops) was stirred at room temperature for 4 h. The solution was evaporated in vacuo to give the title compound as an orange solid.

Workup

  1. customThe solution was evaporated in vacuo

Sources & evidence

ORD record
ord-67befd9b20b04adc8489345a8f0710fe
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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