Hydrogen Peroxide → HCID 178488147, compound

HRID 1067036Notes

Reaction equation

HRID 1067036 reaction equation
[OH-].[Na+].Cl.[CH3:4][O:5][C:6]1[CH:26]=[CH:25][C:9]2[NH:10][C:11]([S:13][CH2:14][C:15]3[C:20]([CH3:21])=[C:19]([O:22][CH3:23])[C:18]([CH3:24])=[CH:17][N:16]=3)=[N:12][C:8]=2[CH:7]=1.C1(=O)OC(=[O:31])C2=CC=CC=C12.C(=O)([O-])[O-].[Na+].[Na+].OO>ClCCl.O>[CH3:24][C:18]1[CH:17]=[N:16][C:15]([CH2:14][S+:13]([O-:31])[C:11]2[NH:10][C:9]3[CH:25]=[CH:26][C:6]([O:5][CH3:4])=[CH:7][C:8]=3[N:12]=2)=[C:20]([CH3:21])[C:19]=1[O:22][CH3:23]

Participants

8

Reactant 5

HCID 784Hydrogen PeroxideHCID 6811Phthalic AnhydrideHCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 178488126HCID 178488126, compound

Product 1

HCID 178488147HCID 178488147, compoundYield 85.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

Sodium hydroxide solution (5%, 100 ml) was added to a suspension of 36.50 gm of 5-methoxy-2-[(3,5-dimethyl-4-methoxy-2-pyridinyl)methylthio]-1H-benzimidazole hydrochloride (X) in DCM (200 ml) and stirred for 10 mins. The DCM (dichloromethane) layer was separated and to it was added phthalic anhydride (20 gm, 0.135 mole). The reaction mixture was cooled and to it was added sodium carbonate (18 gm) and water 20 ml. Hydrogen peroxide (45%, 12 ml) was added dropwise at −5 to 0° C. when the reaction was complete it was worked-up as in Example-9 to yield 29.4 gm of Omeprazole. Yield 85.90%.

Workup

  1. customThe DCM (dichloromethane) layer was separated and to it
  2. temperatureThe reaction mixture was cooled and to it

Sources & evidence

ORD record
ord-99d161a5430c49c29dd6dfaca3d46216
Source dataset
uspto-grants-2001_06
Patent number
US06245913B1

Reaction notes

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