Ethanol → Benzenesulfonamide, 4-methyl-N-phenyl-

HRID 53096Notes

Reaction equation

HRID 53096 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:8][C:9]1[CH:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=1.C(O)C>[OH-].[Na+]>[C:9]1([CH3:8])[CH:14]=[CH:13][C:12]([S:15]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)(=[O:17])=[O:16])=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 6115AnilineHCID 73974-Toluenesulfonyl chloride

Product 1

HCID 2456Benzenesulfonamide, 4-methyl-N-phenyl-

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Aniline (5 g, 54 mmol) was reacted with p-toluenesulfochloride (15 g, 78 mmol) in 10% sodium hydroxide solution under standard conditions (Vogel, Id, at p. 1275). The product (8.9 g, 36 mmol) was twice recrystallized from ethanol; the melting point was 102°-103° C., yield, 67%.

Workup

  1. customthe melting point was 102°-103° C., yield

Sources & evidence

ORD record
ord-da65fb542baf407499701a08080f5181
Source dataset
uspto-grants-1997_04
Patent number
US05618726

Reaction notes

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