Basic information Safety Supplier Related

3,11-Dichloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepine 5,5-dioxide

Basic information Safety Supplier Related

3,11-Dichloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepine 5,5-dioxide Basic information

Product Name:
3,11-Dichloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepine 5,5-dioxide
Synonyms:
  • Dibenzo[c,f][1,2]thiazepine,3,11-dichloro-6,11-dihydro-6-methyl-,5,5-dioxide
  • 3,11-DICHLORO-6,11-6-METHYLDIBENZO[C,F][1,2]THIAZEPINE5,5-DIOXIDE
  • 5,8-DICHLORO-10-DIOXO-11-METHYL-DIBENZO[C,F][1,2]THIAZEPINE
  • DIBENZO[C,F][1,2]THIAZEPINE,3,11-DICHLORO-6,11-DIHYDRO-6-METHYL-,5,5-DIOXIDE (8CI,9CI)
  • 3-Chloro-6,11-dihydro-6-methyl-11-chlorodibenzo[c,f][1,2]thiazepine 5,5-dioxide
  • 3,11-Dichloro-6,11-dihydro-6-methyl-5,5-dioxodibenzo[c,f][1,2]thiazepine
  • rac 3,11-Dichloro-6,11-dihydro-6-methyl-dibenzo[c,f][1,2]thiazepine 5,5-Dioxide
  • Tianeptine InterMediate (the ninth step)
CAS:
26638-66-4
MF:
C14H11Cl2NO2S
MW:
328.21
EINECS:
247-866-8
Product Categories:
  • Intermediate
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • 26638-66-4
Mol File:
26638-66-4.mol
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3,11-Dichloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepine 5,5-dioxide Chemical Properties

Melting point:
>233oC (dec.)
Boiling point:
445.3±55.0 °C(Predicted)
Density 
1.54±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO (Slightly)
form 
Solid
pka
-4.11±0.40(Predicted)
color 
White
InChI
InChI=1S/C14H11Cl2NO2S/c1-17-12-5-3-2-4-10(12)14(16)11-7-6-9(15)8-13(11)20(17,18)19/h2-8,14H,1H3
InChIKey
FHICZIHQHGRZLE-UHFFFAOYSA-N
SMILES
S1(=O)(=O)C2=CC(Cl)=CC=C2C(Cl)C2=CC=CC=C2N1C
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3,11-Dichloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepine 5,5-dioxide Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

Intermediate in the preparation of Tianeptine and respective metabolites

Synthesis

26723-60-4

26638-66-4

General procedure for the synthesis of 3,11-dichloro-6,11-dihydro-6-methyl-dibenzo[c,f][1,2]thiazepin-11-ol 5,5-dioxide from 3-chloro-6,11-dihydro-6-methyl-dibenzo[c,f][1,2]thiazepin 5,5-dioxide: the compound of formula III (58.0 g) was suspended in dichloromethane ( 600 ml) and cooled to 0-10°C. Hydrogen chloride gas was passed into the suspension at 0-10°C and the reaction was kept for 2-4 hours. Upon completion of the reaction, the precipitate was collected by filtration and the resulting solid was dried to constant weight to afford the target product 3,11-dichloro-6,11-dihydro-6-methyl-dibenzo[c,f][1,2]thiazepine 5,5-dioxide in 90-95% yield.

References

[1] Patent: WO2010/70667, 2010, A2. Location in patent: Page/Page column 5
[2] Journal of Medicinal Chemistry, 1992, vol. 35, # 13, p. 2481 - 2496

3,11-Dichloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepine 5,5-dioxideSupplier

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