Benzenesulfonyl chloride → HCID 15527423, compound

HRID 247011Notes

Reaction equation

HRID 247011 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]1([S:11]([Cl:14])(=[O:13])=[O:12])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.BrC1C=CC=CC=1.[Br:22][C:23]1[CH:28]=[CH:27][C:26]([S:29](C2C=CC(Br)=CC=2C2C=CC=CC=2)(=[O:31])=[O:30])=[C:25](C2C=CC=CC=2)[CH:24]=1.ClS(O)(=O)=O>C(Cl)Cl>[Br:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([C:7]2[CH:6]=[C:5]([S:11]([Cl:14])(=[O:13])=[O:12])[CH:10]=[CH:9][CH:8]=2)(=[O:31])=[O:30])=[CH:25][CH:24]=1

Participants

7

Reactant 5

HCID 7369Benzenesulfonyl chlorideHCID 7961BromobenzeneHCID 24638Chlorosulfonic acidHCID 6451240Aluminum(III) ChlorideHCID 70408636HCID 70408636, compound2×

Product 1

HCID 15527423HCID 15527423, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

From 200 g of anhydrous aluminum chloride, 153 ml of benzenesulfonyl chloride, 138 ml of bromobenzene, and 600 ml of methylene chloride was prepared 220 g of p-bromophenyl-phenyl-sulfone according to the method of Journal of Chem. Soc., p. 2508 (1960). To 100 ml of chlorosulfonic acid was added 100 g of p-bromophenylphenylsulfone, and after stirring the mixture for 4 hours at 130° to 140° C., the mixture was poured into ice water to provide 121 g of 3-(4-bromophenylsulfonyl)benzenesulfonyl chloride.

Sources & evidence

ORD record
ord-a00bfd28ba644fb5b9ecbb1f13317ca2
Source dataset
uspto-grants-1987_11
Patent number
US04705737

Reaction notes

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