Levamisole hydrochloride → Levamisole

HRID 1683193Notes

Reaction equation

HRID 1683193 reaction equation
ClC1C=C(S(CS(C(F)(F)F)(=O)=O)(=O)=O)C=CC=1Cl.C[O-].[Na+].[CH:23]1[CH:24]=[CH:25][C:26]([C@@H:29]2[N:36]=[C:35]3[N:31]([CH2:32][CH2:33][S:34]3)[CH2:30]2)=[CH:27][CH:28]=1.Cl>CO.O>[CH:23]1[CH:28]=[CH:27][C:26]([C@@H:29]2[N:36]=[C:35]3[N:31]([CH2:32][CH2:33][S:34]3)[CH2:30]2)=[CH:25][CH:24]=1

Participants

6

Reactant 3

HCID 27944Levamisole hydrochlorideHCID 10618291HCID 10618291, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 26879Levamisole

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Two grams (0.0053 mole) of [(3,4-dichlorophenyl)sulfonyl][(trifluoromethyl)sulfonyl]methane and 300 mg (0,005 mole) sodium methoxide were reacted in 100 ml of methanol. The reaction mixture was stirred for ten minutes at room temperature, and the methanol was evaporated. Ten to fifteen ml of water were added and the solution was filtered into a solution of 1.4 g (0.0058 mole) levamisole HCl in 50 ml H2O. The precipitate which immediately forms was collected and washed in isopropanol to obtain the desired product. The solid was analyzed by NMR and elemental analysis, which confirmed the formation of the levamisole salt, m.p., 109°-112° C.

Workup

  1. customthe methanol was evaporated
  2. additionTen to fifteen ml of water were added
  3. customThe precipitate which immediately forms was collected
  4. washwashed in isopropanol

Sources & evidence

ORD record
ord-8d277a3f38684670bf03effadd0749dc
Source dataset
uspto-grants-1997_06
Patent number
US05637603

Reaction notes

Loading…