Sodium Hydroxide → HCID 178493213, compound

HRID 2363798Notes

Reaction equation

HRID 2363798 reaction equation
Cl[O-:2].[Na+:3].[OH-].[Na+].[CH3:6][O:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([CH2:14][S:15][C:16]2[NH:20][C:19]3[CH:21]=[C:22]([O:25][CH:26]([F:28])[F:27])[CH:23]=[CH:24][C:18]=3[N:17]=2)[C:9]=1[O:29][CH3:30]>>[CH3:6][O:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([CH2:14][S+:15]([O-:2])[C:16]2[N-:17][C:18]3[CH:24]=[CH:23][C:22]([O:25][CH:26]([F:27])[F:28])=[CH:21][C:19]=3[N:20]=2)[C:9]=1[O:29][CH3:30].[Na+:3]

Participants

4

Reactant 3

HCID 14798Sodium Hydroxide3×HCID 9799341Pantoprazole sulfideHCID 23665760Sodium Hypochlorite

Product 1

HCID 178493213HCID 178493213, compound

Procedure

The intermediates (V) pantoprazole sulfide and pantoprazole base as shown in the scheme were not isolated during the process of the present invention. In particular, they were not subjected to any purification. Further, the pantoprazole sulfide obtained in situ was oxidized using aqueous sodium hypohalite solution preferably an aqueous solution of sodium hypochlorite with a strength from 2-14%, and having a sodium hydroxide content from 0.5 to 10%, more preferably from 1.0 to 3.0%. We prefer that the sodium hydroxide content is at least 2%. Most preferably, the sodium hydroxide content is from 2.0 to 2.3%. The oxidation of the pantoprazole sulfide is preferably carried out at a temperature ranging from 0° C. to ambient temperature, more preferably 5-8° C. The resulting reaction mass was cooled to afford pantoprazole sodium.

Workup

  1. customranging from 0° C. to ambient temperature, more preferably 5-8° C
  2. customThe resulting reaction mass
  3. temperaturewas cooled

Sources & evidence

ORD record
ord-d0d839971b7f49a2bf97ac2a6b6c7a25
Source dataset
uspto-grants-2014_04
Patent number
US08691995B2

Reaction notes

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