Hydrochloric Acid → 3-[(Propan-2-ylsulfonyl)methyl]anilinium chloride

HRID 514704Notes

Reaction equation

HRID 514704 reaction equation
[CH3:1][CH:2]([S:4]([CH2:7][C:8]1[CH:9]=[C:10]([NH:14]C(=O)C)[CH:11]=[CH:12][CH:13]=1)(=[O:6])=[O:5])[CH3:3].[ClH:18].C(O)C.C(OCC)(=O)C>C(O)C>[Cl-:18].[CH3:3][CH:2]([S:4]([CH2:7][C:8]1[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=1)[NH3+:14])(=[O:6])=[O:5])[CH3:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21584252Ethanol ethylacetateHCID 70976422N-{3-[(Propan-2-ylsulfonyl)methyl]phenyl}acetamide

Product 1

HCID 867296113-[(Propan-2-ylsulfonyl)methyl]anilinium chloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of N-{3-[(propan-2-ylsulfonyl)methyl]phenyl}acetamide (5.4 g) in ethanol (29.6 mL) was treated with concentrated hydrochloric acid (35.5 mL) and refluxed for 24 hours. The reaction mixture was condensed to dryness. The title compound (3.5 g) was obtained by crystallization from ethanol/ethyl acetate.

Workup

  1. temperaturerefluxed for 24 hours
  2. customcondensed to dryness

Sources & evidence

ORD record
ord-dea0212918ad4166a6a1d503b0117750
Source dataset
uspto-grants-2015_08
Patent number
US09108926B2

Reaction notes

Loading…