4-Toluenesulfonyl chloride → HCID 86737659, compound

HRID 128443Notes

Reaction equation

HRID 128443 reaction equation
[NH2:1][C:2]1[C:11](=[S:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[O:4][CH:3]=1.[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1>N1C=CC=CC=1>[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19]([NH:1][C:2]2[C:11](=[S:12])[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[O:4][CH:3]=2)(=[O:21])=[O:20])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 57152716HCID 57152716, compound

Product 1

HCID 86737659HCID 86737659, compoundYield 93.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
10 °C

Procedure

In order to do this, 3-aminothiochromone (7.4 g) is suspended in anhydrous pyridine (25 ml), the mixture is cooled to about 10° C. and para-toluenesulphonyl chloride (8.6 g) is then added, whist stirring. After dilution with distilled water (100 ml), precipitation, filtration, washing with ethanol and drying, 3-(p-toluenesulphonylamino)-thiochromone (13 g), which melts at 212° C., is obtained.

Workup

  1. customAfter dilution with distilled water (100 ml), precipitation, filtration
  2. washwashing with ethanol
  3. customdrying

Sources & evidence

ORD record
ord-d6c8c3b6c2d041569cf369d145192403
Source dataset
uspto-grants-1981_03
Patent number
US04259506

Reaction notes

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