4-Toluenesulfonyl chloride → HCID 57799559, compound

HRID 2101121Notes

Reaction equation

HRID 2101121 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[C:6]([CH3:17])=[C:7]2[C:11](=[CH:12][CH:13]=1)[C:10](=[O:14])[C:9](=[N:15]O)[CH2:8]2.C1(C)C=CC(S(Cl)(=O)=[O:25])=CC=1>>[C:9]([CH2:8][C:7]1[C:6]([CH3:17])=[C:5]([O:4][CH3:3])[CH:13]=[CH:12][C:11]=1[C:10]([OH:14])=[O:25])#[N:15]

Participants

4

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 76608782HCID 76608782, compound

Product 1

HCID 57799559HCID 57799559, compound

Conditions

Temperature
50 °C

Procedure

To a solution of 8% 21 mL NaOH was added 5-Methoxy-4-methyl-indan-1,2-dione-2-oxime (2.2 g). The mixture was heated to 50° C. Then p-Toluenesulfonyl chloride (2.77 g) was added in portions to the mixture. The mixture was heated at 80° C. for another 15 min. After cooled to room temperature, the precipitate (a little) was removed from the mixture. Mother liquid was acidified by concentrated HCl to PH=3-4 and precipitate was formed. The precipitate was washed with water and dried for the next reaction.

Workup

  1. temperatureThe mixture was heated at 80° C. for another 15 min
  2. temperatureAfter cooled to room temperature
  3. customthe precipitate (a little) was removed from the mixture
  4. customprecipitate was formed
  5. washThe precipitate was washed with water
  6. customdried for the next reaction

Sources & evidence

ORD record
ord-2abb604e6ae4416dbe2c2b218b6faa9e
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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