Propargyl bromide → 2-(Prop-2-yn-1-yloxy)benzene-1-sulfonamide
Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:10])=[O:9].C(=O)([O-])[O-].[K+].[K+].[CH2:18](Br)[C:19]#[CH:20]>CC(CC)=O>[CH2:20]([O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:9])=[O:10])[C:19]#[CH:18]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 35 g of 2-hydroxyphenylsulfonamide, 55.2 g of potassium carbonate, 15.5 ml of propargyl bromide and 1000 ml of ethyl methyl ketone is refluxed for 1.5 hours; it is then cooled, filtered, and concentrated by evaporation. The yield after recrystallisation of the residue from ethyl acetate is 30 g of 2-propargyloxyphenylsulfonamide, m.p. 143°-145° C.
Workup
- temperatureis refluxed for 1.5 hours
- temperatureit is then cooled
- filtrationfiltered
- concentrationconcentrated by evaporation
- customThe yield
- customafter recrystallisation of the residue from ethyl acetate
Sources & evidence
- ORD record
- ord-47781081ac0a4e7d88cd65dc00613ba4
- Source dataset
- uspto-grants-1984_04
- Patent number
- US04443243
Reaction notes
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