Ethyl p-methylbenzenesulfonate → HCID 21253985, compound

HRID 1531395Notes

Reaction equation

HRID 1531395 reaction equation
[CH2:1]([C:3]1[S:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1)[CH3:2].[C:12]1([CH3:24])[CH:17]=[CH:16][C:15]([S:18]([O:21]CC)(=[O:20])=[O:19])=[CH:14][CH:13]=1>>[C:12]1([CH3:24])[CH:13]=[CH:14][C:15]([S:18]([O-:21])(=[O:19])=[O:20])=[CH:16][CH:17]=1.[CH2:1]([C:3]1[S:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N+:7]=1[CH2:12][CH3:13])[CH3:2]

Participants

3

Reactant 2

HCID 6638Ethyl p-methylbenzenesulfonateHCID 6385672-Ethyl-1,3-benzothiazole

Product 1

HCID 21253985HCID 21253985, compoundYield 157.3%

Conditions

Temperature
160 °C

Procedure

2-Ethylbenzothiazole (16.3 g) and 22.0 g of ethyl p-toluenesulfonate were mixed and heated over an oil bath to 160° C. while stirring. The raw materials were once molten and after a while, a solid was precipitated. Five hours after that, heating was terminated. When the temperature was decreased to 100° C., acetone was added to disperse therein the solid. After cooling to room temperature, the solid was collected by filtration. The solid was then dried under vacuum for 2 days, whereby 31.4 g of the intended compound was obtained (yield: 86%).

Workup

  1. customafter a while, a solid was precipitated
  2. temperatureFive hours after that, heating
  3. customwas terminated
  4. customwas decreased to 100° C.
  5. additionacetone was added
  6. additionto disperse
  7. temperatureAfter cooling to room temperature
  8. filtrationthe solid was collected by filtration
  9. customThe solid was then dried under vacuum for 2 days

Sources & evidence

ORD record
ord-064d85c0170541cdaf119ece5f7e8642
Source dataset
uspto-grants-2001_03
Patent number
US06197968B1

Reaction notes

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