Methanesulfonic Acid → 3-Ethylaniline mesylate

HRID 1274095Notes

Reaction equation

HRID 1274095 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6])[CH3:2].[CH3:10][S:11]([OH:14])(=[O:13])=[O:12]>CO>[S:11]([OH:14])(=[O:13])(=[O:12])[CH3:10].[CH2:1]([C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6])[CH3:2]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 114753-Ethylaniline

Product 1

HCID 867560113-Ethylaniline mesylateYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 3-ethylaniline (Aldrich, 4.84 g, 40 mmol) in methanol (10 mL) was added methanesulfonic acid (4.4 g, 45 mmol) at 4° C., then the reaction mixture was stirred at 25° C. for 30 minutes to yield a solution with white precipitates. The precipitates were collected by filtration, washed with ether, and dried under vacuum to afford 7.7 g of 3-ethylaniline mesylate (7.7 g, 91% yield).

Workup

  1. customto yield a solution with white precipitates
  2. filtrationThe precipitates were collected by filtration
  3. washwashed with ether
  4. customdried under vacuum

Sources & evidence

ORD record
ord-5f127b59b8db46b4b49d1501b882be52
Source dataset
uspto-grants-2000_12
Patent number
US06156741

Reaction notes

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