Dimethylformamide → 5-Bromothiophene-2-carbonyl chloride

HRID 605254Notes

Reaction equation

HRID 605254 reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]([OH:9])=O)=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:13])=O.CN(C=O)C>C(Cl)Cl>[Br:1][C:2]1[S:6][C:5]([C:7]([Cl:13])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 3491155-Bromothiophene-2-carboxylic acid

Product 1

HCID 6057125-Bromothiophene-2-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-Bromo-thiophene-2-carboxylic acid (2.00 g, 10.47 mmol) was dissolved in DCM (10 mL) to which was added oxalyl chloride (1.99 g, 15.71 mmol) and a catalytic amount of DMF (100 μL). This reaction mixture was stirred at room temperature for 1 hr at which time the solvent was removed under vacuum and taken forward immediately.

Workup

  1. customwas removed under vacuum

Sources & evidence

ORD record
ord-dce0fd7fcb8c4b649eaaeeae204298bc
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

Loading…