Hydrochloric Acid → dicyclopropylmethylazanium chloride

HRID 1970968Notes

Reaction equation

HRID 1970968 reaction equation
[CH:1]1([CH:4]([CH:12]2[CH2:14][CH2:13]2)[NH:5]S(C(C)(C)C)=O)[CH2:3][CH2:2]1.[ClH:15].O1CCOCC1>CO>[Cl-:15].[CH:1]1([CH:4]([CH:12]2[CH2:14][CH2:13]2)[NH3+:5])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59543133HCID 59543133, compound

Product 1

HCID 178479577dicyclopropylmethylazanium chloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of N-(dicyclopropylmethyl)-2-methylpropane-2-sulfinamide (86 g, 400 mmol) in MeOH (200 mL) was added 4 N HCl in dioxane (200 mL, 800 mmol). The reaction mixture was left to stir for 30 min, concentrated to half the volume, and diluted with Ether. The white precipitate was filtered through a fritted glass, washed with ether, and dried under high-vacuum to give the title compound. 1H NMR (600 MHz, CD3SOCD3) δ 8.17 (br s, 3H); 1.89 (t, 1H); 1.02 (m, 2H); 0.54 (m, 2H); 0.48 (m, 2H); 0.39 (m, 4H).

Workup

  1. waitThe reaction mixture was left
  2. concentrationconcentrated to half the volume
  3. additiondiluted with Ether
  4. filtrationThe white precipitate was filtered through a fritted glass
  5. washwashed with ether
  6. customdried under high-vacuum

Sources & evidence

ORD record
ord-32edd6c044ab4910a1856e4422df7725
Source dataset
uspto-grants-2013_04
Patent number
US08431569B2

Reaction notes

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