Water → N-[(4-benzothiazol-2-yl)phenyl]-4-methylbenzenesulfonamide

HRID 857068

Reaction equation

HRID 857068 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.[C:17]1([CH3:27])[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1.O>N1C=CC=CC=1>[S:9]1[C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=[C:8]1[C:5]1[CH:4]=[CH:3][C:2]([NH:1][S:23]([C:20]2[CH:21]=[CH:22][C:17]([CH3:27])=[CH:18][CH:19]=2)(=[O:25])=[O:24])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 2344752-(4-Aminophenyl)benzothiazole

Product 1

HCID 4380499N-[(4-benzothiazol-2-yl)phenyl]-4-methylbenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

To 2-(4-aminophenyl)benzothiazole (0.5 g, 2.2 mmol) in pyridine (6 mL) is added para-toluenesulphonyl chloride (0.506 g, 2.7 mmol, 1.5 eq.) in pyridine (4 mL). The reaction mixture is heated at reflux for 10 mins, then cooled and water (10 mL) added. The white precipitate formed is collected on a filter, washed with water, and dried under vacuum to give N-[4-(benzothiazol-2-yl)phenyl]-4-methylbenzenesulfonamide as a white solid.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 10 mins
  3. temperaturecooled
  4. customThe white precipitate formed
  5. customis collected on a filter
  6. washwashed with water
  7. customdried under vacuum

Sources & evidence

ORD record
ord-8126ba76e63641bbac8c1bf34ce2e323
Source dataset
uspto-grants-2006_12
Patent number
US07144893B2

Linked notes

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