Ammonia → 2-(Prop-1-en-2-yl)benzene-1-sulfonamide

HRID 1380479Notes

Reaction equation

HRID 1380479 reaction equation
[NH3:1].[CH3:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11](Cl)(=[O:13])=[O:12])=[CH2:4].[Cl-].[NH4+]>CCOCC>[CH3:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([NH2:1])(=[O:13])=[O:12])=[CH2:4]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 13772106HCID 13772106, compound

Product 1

HCID 130973872-(Prop-1-en-2-yl)benzene-1-sulfonamideYield 101.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of anhydrous ammonia (1 ml, 40 mmol) in ether (25 ml) was cooled to 0° and to this was added 2-(1-methylethenyl)benzenesulfonyl chloride of Example 13 (2.9 g, 13 mmol). After stirring for 2 hours at 0° to 5° the ammonium chloride was removed by filtration of the filtrate concentrated to an oil which crystallized on standing to give 2.6 g of the title compound, m.p. 76°-85°.

Workup

  1. customwas removed by filtration of the filtrate
  2. concentrationconcentrated to an oil which
  3. customcrystallized

Sources & evidence

ORD record
ord-522aadaf4b014d5e866ace1b312ed246
Source dataset
uspto-grants-1986_04
Patent number
US04582525

Reaction notes

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