Chlorosulfonic acid → HCID 59355212, compound

HRID 61973Notes

Reaction equation

HRID 61973 reaction equation
[CH3:1][N:2]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[C:8]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]1=2.[Cl:17][S:18]([OH:21])(=O)=[O:19]>>[CH3:1][N:2]1[C:15]2[C:10](=[CH:11][C:12]([S:18]([Cl:17])(=[O:21])=[O:19])=[CH:13][CH:14]=2)[C:9](=[O:16])[C:8]2[CH:7]=[C:6]([S:18]([Cl:17])(=[O:21])=[O:19])[CH:5]=[CH:4][C:3]1=2

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 69751N-Methylacridone

Product 1

HCID 59355212HCID 59355212, compoundYield 99.7%

Procedure

A mixture of 10-methylacridin-9(10H)-one (4.2 g, 20 mmole) and chlorosulfonic acid (100 mL, 1.5 mole) was heated at reflux for 5 hours. Reaction mixture was then condensed, cooled down to room temperature and poured carefully on 500 g of ice. The yellow precipitate of product was collected by filtration, washed with water and dried to provide 8.1 g of the title compound. This material was used for next step without purification.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 5 hours
  3. customReaction mixture
  4. customcondensed
  5. filtrationThe yellow precipitate of product was collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-6938db6cb40245a390880f9c7c89d8d8
Source dataset
uspto-grants-2016_09
Patent number
US09446021B2

Reaction notes

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