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Abstract

Carbon¹³ chemical shift assignments are reported for Z- and E-dothiepin hydrochloride (N,N-dimethyldibenzo[b,e]thiepin-delta-11(6H)′, gamma-propylamine hydrochloride). The commercial product, a mixture of approximately 95% E-isomer, is of clinical importance as an antidepressant drug. The precursor and degradation product, 6H-dibenzo[b,e]thiepin-11-one, and related model compounds were also studied. Homo- and heteronuclear shift-correlated 2D NMR, selective INEPT, selective and off-resonance decoupling, and inversion-recovery (T₁) experiments as well as model compound comparisons were used in assignments.

Keywords

2D NMR 6H-Dibenzo[b,e]thiepin-11-one Conformation

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Carbon 13 NMR Shift Assignments for E- and Z -Dothiepin Hydrochloride and 6H-Dibenzo[b,e]thiepin-11-One

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References