2-Bromobenzoic acid → 2-Bromo-5-(chlorosulfonyl)benzoic acid

HRID 1703696Notes

Reaction equation

HRID 1703696 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Cl:11][S:12](O)(=[O:14])=[O:13].CC1CCCCN1>>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([S:12]([Cl:11])(=[O:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 3

HCID 69402-Bromobenzoic acidHCID 79742-MethylpiperidineHCID 24638Chlorosulfonic acid

Product 1

HCID 34272982-Bromo-5-(chlorosulfonyl)benzoic acid

Procedure

2-Bromo-5-chlorosulfonylbenzoic acid is prepared by reacting o-bromobenzoic acid with chlorosulfonic acid by the method of Example 1. This is reacted with 2-methylpiperidine by the procedure of Example 6. Recrystallization from acetone-hexane yields the product, m.p. 148°-150° C.

Workup

  1. customRecrystallization from acetone-hexane
  2. customyields the product, m.p. 148°-150° C.

Sources & evidence

ORD record
ord-1b96727bac174285a33ba814069f239c
Source dataset
uspto-grants-1978_11
Patent number
US04124590

Reaction notes

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