Hydrochloric Acid → N-{4-[(1R)-1-aminoethyl]-2-methylphenyl)methanesulfonamide hydrochloride

HRID 1350845Notes

Reaction equation

HRID 1350845 reaction equation
C([S@]([NH:7][C@@H:8]([C:10]1[CH:15]=[CH:14][C:13]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[C:12]([CH3:21])[CH:11]=1)[CH3:9])=O)(C)(C)C.[ClH:22]>O1CCOCC1>[ClH:22].[NH2:7][C@@H:8]([C:10]1[CH:15]=[CH:14][C:13]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[C:12]([CH3:21])[CH:11]=1)[CH3:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58640404N-[4-((1R)-1-{[(R)-tert-butylsulfinyl]amino}ethyl)-2-methylphenyl]methanesulfonamide

Product 1

HCID 21097519N-{4-[(1R)-1-aminoethyl]-2-methylphenyl)methanesulfonamide hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To N-[4-((1R)-1-{[(R)-tert-butylsulfinyl]amino}ethyl)-2-methylphenyl]methanesulfonamide (530 mg,1.60 mmol) was added 10% methanolic hydrogen chloride (5.0 ml) and dioxane (5.0 ml). The solution was stirred at ambient temperature for 30 minutes and then concentrated under reduced pressure. Diethyl ether was added to precipitate amine hydrochloride. The precipitate was then filtered, washed with diethyl ether and collected to furnish 450 mg (quant.) of the title compound as a white solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionDiethyl ether was added
  3. customto precipitate amine hydrochloride
  4. filtrationThe precipitate was then filtered
  5. washwashed with diethyl ether
  6. customcollected

Sources & evidence

ORD record
ord-8b544fffb3e84e5e96885c6b82505aac
Source dataset
uspto-grants-2007_05
Patent number
US07214824B2

Reaction notes

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