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

HRID 326999Notes

Reaction equation

HRID 326999 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-49bad14d86af4428b7bf8cbc470e0027
Source dataset
uspto-grants-1993_12
Patent number
US05272128

Reaction notes

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