Sodium Hydroxide → HCID 3468763, compound

HRID 579699Notes

Reaction equation

HRID 579699 reaction equation
[OH-].[Na+].[CH2:3]([NH2:6])[C:4]#[CH:5].[CH3:7][C:8]1[CH:9]=[C:10]([S:14](Cl)(=[O:16])=[O:15])[CH:11]=[CH:12][CH:13]=1>O>[CH2:3]([NH:6][S:14]([C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([CH3:7])[CH:9]=1)(=[O:16])=[O:15])[C:4]#[CH:5]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 239041PropargylamineHCID 27345953-Methylbenzenesulphonyl chloride

Product 1

HCID 3468763HCID 3468763, compoundYield 103.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium hydroxide (0.60 g, 15 mmol) was dissolved in 10 ml of water and 0.66 g of propargylamine (12 mmol) was added thereto. Under ice-cooling, 1.91 g of 3-methylbenzenesulfonyl chloride (10 mmol) was added dropwise to the solution. The reaction temperature was raised again to room temperature and the mixture was stirred for 3 hours. The reaction mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and concentrated to obtain N-propargyl-3-methylbenzenesulfonamide (2.17 g). NMR spectrum of this product was as follows.

Workup

  1. temperatureUnder ice-cooling
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-461010b4a09147e4abc6970e64aabd5e
Source dataset
uspto-grants-1988_06
Patent number
US04749407

Reaction notes

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