Thionyl Chloride → 6-Bromopyridine-2-carbonyl chloride

HRID 2040993Notes

Reaction equation

[Br:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=O)[CH:5]=[CH:4][CH:3]=1.O=S(Cl)[Cl:13]>>[Br:1][C:2]1[N:7]=[C:6]([C:8]([Cl:13])=[O:10])[CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 5939196-Bromopyridine-2-carboxylic acid

Product 1

HCID 156617246-Bromopyridine-2-carbonyl chloride

Conditions

Temperature: 70 °C

Procedure

A mixture of 6-bromo-2-pyridinecarboxylic acid (1 g, 5 mmol) in SOCl2 (10 ml, 140 mmol) was heated to 70° C. for 6 hours and concentrated to dryness to provide the title compound.

Workup

concentrationconcentrated to dryness

Sources & evidence

ORD record: ord-fc22d05c683c43f4bda6445583adbe53
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08580968B2

Reaction notes

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