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. 2019 Mar 1;9(3):170–177. doi: 10.1016/j.jpha.2019.02.002

Table 2.

Effect of concentration of NaOH on Impurity E (1) content in the oxidation of pantoprazole sulfide (4) to pantoprazole sulfoxide (5).a

Entry NaOH (mmol) HPLC conversion (%)
Sulfoxide (5) Imp A (7) Sulfide/ Imp B (4) Imp C (3) Imp D + F (8,9) Imp E (1)
1 5 93.88 0.15 0.08 nd nd 0.31
2 10 95.45 nd 0.13 nd nd 0.57
3 15 96.12 0.05 0.20 nd nd 0.64
4 20 96.50 0.03 0.03 nd 0.06 0.84
5 25 97.27 0.24 0.13 nd 0.05 0.94
6 30 95.01 0.05 0.18 nd nd 0.89

nd : not detected.

a

Reaction conditions: 5-(difluoromethoxy)-1H-benzimidazole-2-thiol (3), 10 mmol; NaOCl, 10.5 mmol, assay 9.0%; water, 10 mL at 0–5 °C for 3 h.