Methyl p-toluenesulfonate → HCID 19708548, compound

HRID 725721Notes

Reaction equation

HRID 725721 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([S:10][CH3:11])=[N:7][C:6]=2[CH:12]=1.[C:13]1([CH3:24])[CH:18]=[CH:17][C:16]([S:19]([O:22]C)(=[O:21])=[O:20])=[CH:15][CH:14]=1>CC(C)=O>[C:13]1([CH3:24])[CH:14]=[CH:15][C:16]([S:19]([O-:22])(=[O:20])=[O:21])=[CH:17][CH:18]=1.[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([S:10][CH3:11])=[N+:7]([CH3:13])[C:6]=2[CH:12]=1

Participants

4

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 46398Benzoxazole, 5-chloro-2-methylthio-

Product 1

HCID 19708548HCID 19708548, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
60 °C

Procedure

5-Chloro-2-(methylthio)-benzoxazole (Int-I) (19.9 g, 01 mol) and 18.7 g methyl p-toluenesulfonate were heated to 140°-150° C. for 2.5 hrs. Upon cooling to 60° C., acetone was added to cover and slurry. The product was collected by filtration, crushed, and slurried overnight in acetone. Filtration and drying yielded 21.37 g (56%), mp 145°-164° C.

Workup

  1. filtrationThe product was collected by filtration
  2. customcrushed
  3. filtrationFiltration
  4. customdrying
  5. customyielded 21.37 g (56%), mp 145°-164° C.

Sources & evidence

ORD record
ord-96a4360706e6491b8e7b3bfb441d48ed
Source dataset
uspto-grants-1998_01
Patent number
US05707794

Reaction notes

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