dibenzo[b,f][1,4]thiazepin-11-amine

Base Information

• Chemical Name: dibenzo[b,f][1,4]thiazepin-11-amine
• CAS No.: 5786-26-5
• Molecular Formula: C13H10N2S
• Molecular Weight: 226.302
• Mol file: 5786-26-5.mol

Synonyms:dibenzo[b,f][1,4]thiazepin-11-amine;Quetiapine EP Impurity U

Chemical Property of dibenzo[b,f][1,4]thiazepin-11-amine

Chemical Property:

• Melting Point: 176-177 °C
• Boiling Point: 408.0±38.0 °C(Predicted)
• PKA: 1.74±0.70(Predicted)
• PSA: 63.68000
• Density: 1.31±0.1 g/cm3(Predicted)
• LogP: 3.32410

Purity/Quality:

98% ^*data from raw suppliers

Dibenzo[b,f][1,4]thiazepin-11-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dibenzo[b,f][1,4]thiazepin-11-amine is used as a reagent to prepare other tri- and tetracyclic heterocycles that have potential central nervous system (CNS) activity. Dibenzo[b,f][1,4]thiazepin-11-amine is also used as a reactant to synthesize 2-substituted-3-cyano-4-imino-4-H-dibenzo[b,f][1,3]diazino[2,1-d][1,4]thiazepines, compounds that may have anticancer properties.

Technology Process of dibenzo[b,f][1,4]thiazepin-11-amine

There total 8 articles about dibenzo[b,f][1,4]thiazepin-11-amine 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: 82.0%

2-(2-aminophenylthio)-benzonitrile (140425-65-6) → 11-aminodibenzo<1,4>thiazepine (5786-26-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 2h; Heating / reflux;

Reference yield: 68.0%

N-methoxylamine hydrochloride (593-56-6) + 2-amino-benzenethiol (137-07-5) + 2-nitro-benzaldehyde (552-89-6) → 11-aminodibenzo<1,4>thiazepine (5786-26-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 24h;

DOI:10.1021/acs.joc.1c02229

Reference yield: 64.0%

2-fluorobenzonitrile (394-47-8) + 2-amino-benzenethiol (137-07-5) → 11-aminodibenzo<1,4>thiazepine (5786-26-5)

Guidance literature:

With potassium phosphate; In N,N-dimethyl-formamide; at 100 ℃; for 6h;

DOI:10.1039/c5gc01634g

upstream raw materials:

11-chloro-dibenzo[b,f][1,4]thiazepine

2-(2-aminophenylthio)-benzonitrile

2-fluorobenzonitrile

2-amino-benzenethiol

Downstream raw materials:

11-{4-[2-(2-benzyloxy-ethoxy)ethyl]-piperazin-1-yl}-dibenzo[b,f][1,4]thiazepine

Refernces

• 1、 Feng, Jian-Bo,Wu, Xiao-Feng. "Base-promoted synthesis of dibenzoxazepinamines and quinazolinimines under metal-free conditions". supporting information. p. 4522 - 4526. Retrieved 2015/09/15.
• 2、 Mettey, Yvette,Lehuede, Jacques,Vierfond, Jean-Michel. "Synthesis of 11-Aminodibenzo[b,f][1,4]thiazepines and Fluoro Derivatives". . p. 465 - 467. Retrieved 2007/10/03.