Hydrochloric Acid → N-(piperidin-4-yl)methanesulfonamide hydrochloride

HRID 1844863Notes

Reaction equation

HRID 1844863 reaction equation
[CH3:1][S:2]([NH:5][CH:6]1[CH2:11][CH2:10][N:9](C(OCCCC)=O)[CH2:8][CH2:7]1)(=[O:4])=[O:3].[ClH:19]>ClCCl.CO>[ClH:19].[NH:9]1[CH2:8][CH2:7][CH:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86700931Butyl 4-(methylsulfonamido)piperidine-1-carboxylate

Product 1

HCID 20569935N-(piperidin-4-yl)methanesulfonamide hydrochlorideYield 96.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

In a dried reaction flask, butyl 4-(methylsulfonamido)piperidine-1-carboxylate (2.53 g, 9.1 mmol) was dissolved in a mixed solvent of dichloromethane (20 mL) and methanol (5 mL). A dried HCl gas was passed thereto at room temperature for 2 hr, and a white solid was formed. The mixture was filtered and washed with dichloromethane and anhydrous ethyl ether, and dried to obtain a white powdery solid (1.88 g) in a 96.3% yield.

Workup

  1. customa white solid was formed
  2. filtrationThe mixture was filtered
  3. washwashed with dichloromethane and anhydrous ethyl ether
  4. customdried

Sources & evidence

ORD record
ord-affdfea6bb66441f86ab97dfca59fce5
Source dataset
uspto-grants-2015_02
Patent number
US08946279B2

Reaction notes

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