Triethylamine → HCID 2730602, compound

HRID 1787986Notes

Reaction equation

HRID 1787986 reaction equation
Cl.[C:2]12([NH2:12])[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2.C(N(CC)CC)C.[C:20]([NH:23][C:24]1[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[CH:26][CH:25]=1)(=[O:22])[CH3:21]>O1CCOCC1>[C:2]12([NH:12][S:30]([C:27]3[CH:26]=[CH:25][C:24]([NH:23][C:20](=[O:22])[CH3:21])=[CH:29][CH:28]=3)(=[O:32])=[O:31])[CH2:9][CH:8]3[CH2:7][CH:6]([CH2:5][CH:4]([CH2:10]3)[CH2:3]1)[CH2:11]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8481N-Acetylsulfanilyl chlorideHCID 64150Amantadine Hydrochloride

Product 1

HCID 2730602HCID 2730602, compoundYield 30.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

1-Adamantanamine hydrochloride (0.0114 mol) and triethylamine (0.0114 mol) are added to a solution of 4-acetamidophenylsulfonyl chloride (1.34 g, 0.0057 mol) in dioxane (5 mL). The mixture is heated for 1 hour at 80° C., then part of the solvent is removed by evaporation at reduced pressure, and water is added until precipitation of the resulting sulfonamide. The product is collected by filtration as a pink solid in 30.3% yield and used without further purification.

Workup

  1. custompart of the solvent is removed by evaporation at reduced pressure, and water
  2. additionis added until precipitation of the resulting sulfonamide
  3. filtrationThe product is collected by filtration as a pink solid in 30.3% yield
  4. customused without further purification

Sources & evidence

ORD record
ord-e4b6fae0c1e54924ac7ce671810fa5b1
Source dataset
uspto-grants-2009_03
Patent number
US07511133B2

Reaction notes

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