Ethylamine → N-Ethyl-p-toluenesulfonamide

HRID 1111543

Reaction equation

HRID 1111543 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH2:12]([NH2:14])[CH3:13]>O>[CH2:12]([NH:14][S:8]([C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1)(=[O:10])=[O:9])[CH3:13]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 73974-Toluenesulfonyl chloride

Product 1

HCID 6637N-Ethyl-p-toluenesulfonamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

A suspension of 26 g of paratoluene sulfochloride in 200 cm3 of water is cooled to 0° C. With stirring there are slowly added 100 cm3 of a 40% aqueous solution of ethylamine in water. At the end of the addition the reaction mixture is again stirred for two hours at 0° C., then for two hours at ambient temperature. The solid in suspension is filtered, washed several times with water, then dried under reduced pressure. 24 g of N-ethyl(4-methyl phenyl) sulfonamide are obtained.

Workup

  1. additionAt the end of the addition the reaction mixture
  2. stirringis again stirred for two hours at 0° C.
  3. filtrationThe solid in suspension is filtered
  4. washwashed several times with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-d599a79aa3e64d06827e17c0f9d941d0
Source dataset
uspto-grants-1990_12
Patent number
US04980509

Linked notes

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