Dimethylformamide → 5-Bromo-2-chlorobenzoyl chloride

HRID 1849979Notes

Reaction equation

HRID 1849979 reaction equation
[C:1]([Cl:6])([C:3](Cl)=O)=[O:2].[Br:7][C:8]1[CH:9]=C[C:11]([Cl:17])=[C:12]([CH:16]=1)C(O)=O.CN(C=O)C>C(Cl)Cl>[Br:7][C:8]1[CH:16]=[CH:12][C:11]([Cl:17])=[C:3]([CH:9]=1)[C:1]([Cl:6])=[O:2]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 331275-Bromo-2-chlorobenzoic acidHCID 65578Oxalyl chloride

Product 1

HCID 27568715-Bromo-2-chlorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At room temperature, (COCl)2 (15 mL) was added dropwise into a solution of 5-bromo-2-chlorobenzoic acid (40 g) in DCM (300 mL). Then DMF (0.5 mL) was added into the solution, and the mixture was stirred at room temperature for overnight. The solution was concentrated directly to obtain the crude product of 5-bromo-2-chlorobenzoyl chloride, which was directly used in the next step.

Workup

  1. concentrationThe solution was concentrated directly

Sources & evidence

ORD record
ord-2f7f54d733b9437eaa954d9905d0f935
Source dataset
uspto-grants-2015_02
Patent number
US08957033B2

Reaction notes

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