HCID 20332353, compound → Moclobemide

HRID 2057464Notes

Reaction equation

HRID 2057464 reaction equation
Cl.[Cl:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([NH:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=S)=[CH:5][CH:4]=1.C([O-])(=[O:22])C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4]>O>[Cl:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([NH:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[O:22])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 20332353HCID 20332353, compoundHCID 178418268HCID 178418268, compound

Product 1

HCID 4235Moclobemide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

900 Mg. of p-chloro-N-(2-morpholinoethyl)-thiobenzamide hydrochloride are boiled in 100 ml. of water with 2 g. of lead tetraacetate for 10 hours under reflux. The mixture is filtered and the filtrate is evaporated to dryness. The residue is chromatographed over a silica gel column with a mixture of chloroform and ethanol. The product is recrystallized from isopropanol, and 0.3 g. of p-chloro-N-(2-morpholinoethyl)-benzamide is obtained, which is identical to the product obtained in Example 1.

Workup

  1. filtrationThe mixture is filtered
  2. customthe filtrate is evaporated to dryness
  3. customThe residue is chromatographed over a silica gel column with a mixture of chloroform and ethanol
  4. customThe product is recrystallized from isopropanol, and 0.3 g

Sources & evidence

ORD record
ord-76053a824cbe47e4897e7cc29300964a
Source dataset
uspto-grants-1980_07
Patent number
US04210754

Reaction notes

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