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

Base Information

• Chemical Name: 3,11-Dichloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepine 5,5-dioxide
• CAS No.: 26638-66-4
• Molecular Formula: C14H11Cl2NO2S
• Molecular Weight: 328.219
• Hs Code.: 2933990090
• European Community (EC) Number: 247-866-8
• DSSTox Substance ID: DTXSID10949471
• Nikkaji Number: J248.985F
• Mol file: 26638-66-4.mol

Synonyms:26638-66-4;3,11-dichloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepine 5,5-dioxide;3,11-Dichloro-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide;3,11-Dichloro-6,11-dihydro-6-methyl-5,5-dioxodibenzo[c,f][1,2]thiazepine;3,11-dichloro-6-methyl-11H-benzo[c][2,1]benzothiazepine 5,5-dioxide;rac 3,11-Dichloro-6,11-dihydro-6-methyl-dibenzo[c,f][1,2]thiazepine 5,5-Dioxide;Dibenzo[c,f][1,2]thiazepine,3,11-dichloro-6,11-dihydro-6-methyl-,5,5-dioxide;3,11-Dichloro-6,11-dihydro-6-methyldibenzo(c,f)(1,2)thiazepine 5,5-dioxide;C14H11Cl2NO2S;EINECS 247-866-8;3,11-dichloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepine5,5-dioxide;Tianeptine Thiazepinyl Chloride Impurity;SCHEMBL6939270;DTXSID10949471;BCP30700;CS-D1747;AC-323;AKOS015889330;AS-33020;AM20040056;NS00050036;A818541;Q-100335;3,11-Dichloro-6-methyl-6,11-dihydro-5H-5lambda~6~-dibenzo[c,f][1,2]thiazepine-5,5-dione;3,11-Dichloro-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, 95%;3,11-Dichloro-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine5,5-dioxide;3 pound not11-Dichloro-6-methyl-6 pound not11-dihydrodibenzo[c pound notf][1 pound not2]thiazepine 5 pound not5-dioxide;3,11-Dichloro-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-Dioxide

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

Chemical Property:

• Appearance/Colour: White to light yellow crystalline powder
• Vapor Pressure: 3.99E-08mmHg at 25°C
• Refractive Index: 1.686
• Boiling Point: 445.3 °C at 760mmHg
• PKA: -4.11±0.40(Predicted)
• Flash Point: 223.1 °C
• PSA: 45.76000
• Density: 1.54 g/cm³
• LogP: 4.95250
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 326.9887552
• Heavy Atom Count: 20
• Complexity: 464

Purity/Quality:

99% ^*data from raw suppliers

rac 3,11-dichloro-6,11-dihydro-6-methyl-dibenzo[c,f][1,2]thiazepine 5,5-dioxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(C3=C(S1(=O)=O)C=C(C=C3)Cl)Cl
• Uses: Intermediate in the preparation of Tianeptine and respective metabolites

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

There total 3 articles about 3,11-Dichloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepine 5,5-dioxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

5-hydroxy-8-chloro-10,10-dioxo-11-methyl-5,11-dihydrodibenzo<1,2>thiazepine (26723-60-4) → 5,8-dichloro-10,10-dioxo-11-methyl-5,11-dihydrodibenzo<1,2>thiazepine (26638-66-4)

Guidance literature:

With acetyl chloride; In methanol; dichloromethane; at 0 - 35 ℃; Solvent; Reagent/catalyst; Temperature;

Reference yield:

8-chloro-10,10-dioxo-11-methyl-5,11-dihydrodibenzo<1,2>thiazepin-5-one (26638-53-9) → 5,8-dichloro-10,10-dioxo-11-methyl-5,11-dihydrodibenzo<1,2>thiazepine (26638-66-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NaBH₄ / tetrahydrofuran

2: 89 percent / HCl / CH₂Cl₂

With hydrogenchloride; sodium tetrahydroborate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00091a017

Reference yield:

→ 5,8-dichloro-10,10-dioxo-11-methyl-5,11-dihydrodibenzo<1,2>thiazepine (26638-66-4)

Guidance literature:

Alkohol III(A=H;B=8-Cl;R¹=Me;R²=H;R³=OH),HCl;

upstream raw materials:

5-hydroxy-8-chloro-10,10-dioxo-11-methyl-5,11-dihydrodibenzo<1,2>thiazepine

8-chloro-10,10-dioxo-11-methyl-5,11-dihydrodibenzo<1,2>thiazepin-5-one

Downstream raw materials:

7-(((11RS)-3-chloro-6-methyl-6,11-dihydro-dibenzo[c,f][1,2]thiazepin-11-yl)amino)heptanenitrile S,S-dioxide

ethyl 7-((3-chloro-6-methyl-5,5-dioxido-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-yl)amino)heptanoate

tianeptine

Refernces

• 1、 -. "NOVEL PROCESS FOR THE PREPARATION OF 7-((3-CHLORO-6-METHYL-5,5-DIOXO-6,11-DIHYDRODIBENZO(C,F)(1,2) THIAZEPIN-11-YL)AMINO)HEPTANOATE". Page/Page column 5. . Retrieved 2010/08/05.