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Chlorosulfonic acid → 2,4,6-Trimethoxybenzene-1-sulfonyl chloride

HRID 2085907
Notes
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Reaction equation

HRID 2085907 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[C:5]([O:11][CH3:12])[CH:4]=1.[Cl:13][S:14](O)(=[O:16])=[O:15]>C(Cl)(Cl)Cl>[CH3:12][O:11][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([O:9][CH3:10])[C:6]=1[S:14]([Cl:13])(=[O:16])=[O:15]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 693011,3,5-Trimethoxybenzene

Product 1

HCID 159175192,4,6-Trimethoxybenzene-1-sulfonyl chlorideYield 47.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

According to a method described in [C. M. Paleos et al., J. Org. Chem. 39(24), 3594, (1974)], 16.8 g (0.1 mole) of 1,3,5-trimethoxybenzene was reacted with 35.0 g of chlorosulfonic acid in 250 ml of chloroform at −5 to 0° C., and after the reaction, the reaction solution was treated after a conventional manner, and 15.2 g of the residue was crystallized from n-hexane, filtered and dried to give 12.6 g of 2,4,6-trimethoxybenzenesulfonyl chloride as a pinkish prism crystal.

Workup

  1. customafter the reaction
  2. customwas crystallized from n-hexane
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-02fb9464c8384428b8e724efd11c097a
Source dataset
uspto-grants-2004_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06723483B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes