Hydrochloric Acid → N-[2-(Piperidin-4-yl)ethyl]methanesulfonamide--hydrogen chloride (1/1)

HRID 1164506Notes

Reaction equation

HRID 1164506 reaction equation
[CH3:1][S:2]([NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(=[O:4])=[O:3].[ClH:14].[H][H]>C(O)C.[Pt]=O>[ClH:14].[CH3:1][S:2]([NH:5][CH2:6][CH2:7][CH:8]1[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1)(=[O:3])=[O:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 2797875HCID 2797875, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20511180N-[2-(Piperidin-4-yl)ethyl]methanesulfonamide--hydrogen chloride (1/1)

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent2×

Procedure

4-(2-methanesulphonamidoethyl)pyridine (8.4 g.) in ethanol (85 ml.) was acidified to pH 2 with 2 N HCl and hydrogenated at room temperature and a pressure of 50 p.s.i. over a platinum oxide catalyst until hydrogen uptake ceased. The catalyst was then removed by filtration and the filtrate was taken to dryness in vacuo to give a white solid which was dissolved in the minimum volume of hot ethanol, filtered quickly, and left at room temperature overnight. The resultant white crystals were collected by filtration and dried to yield 4-(2-methanesulphonamidoethyl)piperidine hydrochloride (8.3 g.), m.p. 165°-167° C.

Workup

  1. customThe catalyst was then removed by filtration
  2. customto give a white solid which
  3. filtrationfiltered quickly
  4. filtrationThe resultant white crystals were collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-fd2fe8615190497599dec3d452df03cd
Source dataset
uspto-grants-1983_01
Patent number
US04370328

Reaction notes

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