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

HRID 1154144
Notes
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Reaction equation

HRID 1154144 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]>ClCCl>[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 chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

In 500 ml of dichloromethane is dissolved 5.05 g of 1,3,5-trimethoxybenzene and the solution was cooled to -5°~-10° C. A solution of 6 ml of chlorosulfonic acid in 400 ml of dichloromethane was added dropwise, and the mixture was allowed to stand at room temperature. The reaction mixture was then treated as in Reference Example 1. The resulting product was crystallized from carbon tetrachloride and filtered. Yield 610 mg (6.3%), m.p. 126°-129° C.

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

Workup

  1. temperaturethe solution was cooled to -5°~-10° C
  2. customto stand at room temperature
  3. additionThe reaction mixture was then treated as in Reference Example 1
  4. customThe resulting product was crystallized from carbon tetrachloride
  5. filtrationfiltered

Sources & evidence

ORD record
ord-b3da34e3a0844fb0af586bf29621a65f
Source dataset
uspto-grants-1984_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04487726

Reaction notes

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