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

HRID 1405199Notes

Reaction equation

HRID 1405199 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-b2fae92f130043a2a1d48e28af4e66bd
Source dataset
uspto-grants-2014_12
Patent number
US08916557B2

Reaction notes

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