Benzimidazole → HCID 178495389, compound

HRID 1869609Notes

Reaction equation

HRID 1869609 reaction equation
[CH3:1][C:2]1[C:7]([CH2:8][S+:9]([O-:19])[C:10]2[NH:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=3[N:18]=2)=[N:6][CH:5]=[CH:4][C:3]=1[O:20][CH2:21][CH2:22][CH2:23][O:24][CH3:25].N1C2C=CC=CC=2NC=1.[OH-].[Na+:36]>C(OC(=O)C)C.N>[CH3:1][C:2]1[C:7]([CH2:8][S+:9]([O-:19])[C:10]2[NH:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=3[N:18]=2)=[N:6][CH:5]=[CH:4][C:3]=1[O:20][CH2:21][CH2:22][CH2:23][O:24][CH3:25].[CH3:1][C:2]1[C:7]([CH2:8][S+:9]([O-:19])[C:10]2[N-:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=3[N:18]=2)=[N:6][CH:5]=[CH:4][C:3]=1[O:20][CH2:21][CH2:22][CH2:23][O:24][CH3:25].[Na+:36]

Participants

7

Reactant 3

HCID 5798BenzimidazoleHCID 14798Sodium HydroxideHCID 178495390HCID 178495390, compound2×

Product 2

HCID 178495389HCID 178495389, compoundHCID 178495390HCID 178495390, compound

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 8857Ethyl AcetateSolvent

Procedure

PCT Application PCT/GB2004/000064 and International Publication Number WO 2004/063188 A1, discloses the preparation of rabeprazole and benzimidazole type of compounds. Accordingly, rabeprazole base is prepared by oxidation using sodium hypohalites and isolated. Rabeprazole sodium is prepared by dissolving rabeprazole base in ethylacetate and methanolic ammonia mixture to which methanolic sodium hydroxide is added. The solvent is distilled and rabeprazole sodium is isolated from ethylacetate and n-heptane/n-hexane mixture.

Workup

  1. customisolated
  2. customRabeprazole sodium is prepared
  3. additionis added
  4. distillationThe solvent is distilled

Sources & evidence

ORD record
ord-01389cdce6cb4e38ac51b1c46ea960b8
Source dataset
uspto-grants-2009_12
Patent number
US07638633B2

Reaction notes

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