Hydrochloric Acid → 3-Methyl-4-(pyrrolidine-1-sulphonyl)-phenylamine

HRID 2235051Notes

Reaction equation

HRID 2235051 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([NH:16]C(=O)C)[CH:5]=[CH:6][C:7]=1[S:8]([N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)(=[O:10])=[O:9].Cl>C(O)C>[CH3:1][C:2]1[CH:3]=[C:4]([NH2:16])[CH:5]=[CH:6][C:7]=1[S:8]([N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)(=[O:10])=[O:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67525442N-[3-methyl-4-(pyrrolidine-1-sulphonyl)-phenyl]-acetamide

Product 1

HCID 432568243-Methyl-4-(pyrrolidine-1-sulphonyl)-phenylamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.6 g of N-[3-methyl-4-(pyrrolidine-1-sulphonyl)-phenyl]-acetamide (2.13 mmol) are dissolved in 5 ml of ethanol and then 10 ml hydrochloric acid (6 N) are added thereto at ambient temperature. The mixture is stirred overnight at ambient temperature and then extracted three times with dichloromethane. The combined organic phases are washed successively with 5% sodium hydrogen carbonate solution and water. The aqueous phase is re-extracted with dichloromethane and combined with the dichloromethane phase already present, dried over sodium sulphate and evaporated down. A yellow oil is obtained which slowly crystallises out.

Workup

  1. customat ambient temperature
  2. extractionextracted three times with dichloromethane
  3. washThe combined organic phases are washed successively with 5% sodium hydrogen carbonate solution and water
  4. extractionThe aqueous phase is re-extracted with dichloromethane
  5. dry with materialdried over sodium sulphate
  6. customevaporated down
  7. customA yellow oil is obtained which
  8. customslowly crystallises out

Sources & evidence

ORD record
ord-53adba03cccb4eafb49a62495e572eba
Source dataset
uspto-grants-2010_05
Patent number
US07714000B2

Reaction notes

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