Pyridine → 2-(Acetyloxy)-3,5-dichlorobenzenesulfonyl chloride

HRID 1440725Notes

Reaction equation

HRID 1440725 reaction equation
N1C=CC=CC=1.[Cl:7][C:8]1[C:9]([OH:19])=[C:10]([S:15]([Cl:18])(=[O:17])=[O:16])[CH:11]=[C:12]([Cl:14])[CH:13]=1.[C:20](Cl)(=[O:22])[CH3:21].S(Cl)(Cl)(=O)=O>C(Cl)Cl>[C:20]([O:19][C:9]1[C:8]([Cl:7])=[CH:13][C:12]([Cl:14])=[CH:11][C:10]=1[S:15]([Cl:18])(=[O:17])=[O:16])(=[O:22])[CH3:21]

Participants

6

Reactant 4

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 24648Sulfuryl chlorideHCID 900783,5-Dichloro-2-hydroxybenzenesulphonyl chloride

Product 1

HCID 189816272-(Acetyloxy)-3,5-dichlorobenzenesulfonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A pyridine solution (1.1 g of pyridine in 10 ml of methylene chloride) was added dropwise over 30 minutes to a solution of 3.37 g of 3,5-dichloro-2-hydroxybenzenesulfonyl chloride, 25 ml of methylene chloride and 1.1 g of acetyl chloride. After two hours of stirring at room temperature the starting sulfonyl chloride was no longer present and one major product had formed. The reaction was concentrated and used immediately.

Workup

  1. customhad formed
  2. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-ea5f4a321882475a85378c65cc583a99
Source dataset
uspto-grants-1996_03
Patent number
US05500405

Reaction notes

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