m-Chloroperbenzoic acid → HCID 178488147, compound

HRID 1770315Notes

Reaction equation

HRID 1770315 reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]2[NH:7][C:8]([S:10][CH2:11][C:12]3[C:17]([CH3:18])=[C:16]([O:19][CH3:20])[C:15]([CH3:21])=[CH:14][N:13]=3)=[N:9][C:5]=2[CH:4]=1.ClC1C=C(C=CC=1)C(OO)=[O:29]>C(Cl)Cl>[CH3:21][C:15]1[CH:14]=[N:13][C:12]([CH2:11][S+:10]([O-:29])[C:8]2[NH:7][C:6]3[CH:22]=[CH:23][C:3]([O:2][CH3:1])=[CH:4][C:5]=3[N:9]=2)=[C:17]([CH3:18])[C:16]=1[O:19][CH3:20]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 178488125HCID 178488125, compound2×

Product 1

HCID 178488147HCID 178488147, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This object is achieved according to the present invention, which is characterized by the steps of reacting 5-methoxy-2-[(4-methoxy-3,5-dimethyl-2-pyridinyl)-methyl-thio]-1H-benzimidazole (below denoted Compound I) with m-chloroperoxybenzoic acid in a methylene chloride solution at a substantially constant pH of about 8.0 to 8.6; extracting the reaction with aqueous NaOH; separating the aqueous phase from the organic phase; and adding an alkyl formate to the aqueous phase, resulting in crystallization of omeprazole.

Workup

  1. extractionextracting
  2. customthe reaction with aqueous NaOH
  3. customseparating the aqueous phase from the organic phase
  4. additionand adding an alkyl formate to the aqueous phase

Sources & evidence

ORD record
ord-7169d3089b7b4e789fc24d3421760613
Source dataset
uspto-grants-1995_01
Patent number
US05386032

Reaction notes

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