17846-68-3

Usage

Uses

Used in the Polymer Industry:
Tributyltin azide is used as a curing agent for Polycaprolactone-based Polyamide composite material. It plays a crucial role in the preparation method of this composite material, enhancing its properties and improving its performance in various applications.

InChI:InChI=1/3C4H9.HN3.Sn/c3*1-3-4-2;1-3-2;/h3*1,3-4H2,2H3;1H;/q;;;;+1/rC12H27Sn.HN3/c1-4-7-10-13(11-8-5-2)12-9-6-3;1-3-2/h4-12H2,1-3H3;1H/q+1;

Upstream product

• 1461-22-9 tributyltin chloride 
• 938-10-3 phenylsulfonyl azide 
• 1067-52-3 tributyltin methoxide 
• 56-35-9 bis(tri-n-butyltin)oxide 
• 40894-18-6 (C₄H₉)3SnOCH₂CH₂CH₂Cl 
• 1067-24-9 dimethylamino tributyltin 
• 7342-47-4 tributyltin iodide 
• 4648-54-8 trimethylsilylazide 
• 41968-75-6 (C₄H₉)3SnO(CH₂)4Cl 

Downstream Products

• 256424-07-4 1-[2-(1H-1,2,3,4-tetrazol-5-yl)ethyl]-5,7-dimethoxy-3-(4-methoxyphenyl)-1,2-dihydro-2-quinolinone 
• 448965-55-7 2,4-dioxo-3-[4-(2H-tetrazol-5-yl)-benzyl]-1,2,3,4-tetrahydro-thieno[2,3-d]pyrimidine-6-carboxylic acid 3-methoxy-benzyl ester 
• 91419-58-8 tert-butyl 4-(1H-tetrazol-5-yl)piperidine-1-carboxylate 
• 187273-00-3 1-[2-hydroxy-5-(1H-tetrazol-5-yl)-phenyl]-ethanone 
• 220475-79-6 5-(4-phenylpiperidin-4-yl)-2-(3-phenylpropyl)-2H-tetrazole 
• 3441-00-7 5-(3-methylphenyl)-1H-tetrazole 
• 484-47-9 lophine 
• 138854-20-3 5-(benzyloxy)-2,3-dihydro-2-(2-phenylethyl)-6-<3-<4-(1H-tetrazol-5-yl)phenoxy>propyl>benzofuran 

Relevant academic research and scientific papers

Preparation of tetrazole-fused π-conjugated molecules and their fluorescence behavior

New tetrazole-fused π-conjugated molecules were prepared from dibromobenzonitriles by repeated regioselective Sonogashira-Hagihara cross-coupling with acetylenes and intramolecular nucleophilic cyclizations. The conjugated tetracyclic compounds exhibited fluorescence with lifetimes of nanosecond order. From TD-DFT calculations, excited state wavefunctions of compounds indicated that the HOMO-1→LUMO and HOMO→LUMO+1 mainly became the first excited state (S0→S1) to contribute significantly to light emission.

Online Spectroscopic Investigations (FTIR/Raman) of Industrial Reactions: Synthesis of Tributyltin Azide and Hydrogenation of Chloronitrobenzene

The utilization of online spectroscopic methods (FTIR/Raman) for the development and the monitoring of chemical processes was demonstrated with two important chemical reaction types. The synthesis of tri-n-butyltin azide takes place at the solid-liquid interface and is therefore very sensitive to changes of reaction conditions or surface properties. Traditional offline analysis should be avoided due to the high toxicity of the compounds. The concentration variations of all involved compounds were determined. In the same way, the synthesis of 2-chloroaniline was studied to detect the formation of an unstable intermediate (the hydroxylamine) which can lead to uncontrolled decomposition reactions. Online spectroscopy is an opportunity to obtain the information about a reaction system faster and more efficiently than with conventional methods. This allows the rapid optimization of safe chemical processes and provides information for process control.

A novel and efficient tributyltin azide-mediated synthesis of 1H-tetrazolylstilbenes from cyanostilbenes

A novel and efficient route was established for the synthesis of a series of (Z)-5-(2-(heteroaryl-2-yl) and (Z)-5-(3-(heteroaryl-3-yl)-1-(phenyl)vinyl)-1H-tetrazoles (3a-g and 6a-f, respectively) from cyanostilbene analogs containing benzo[b]thiophene, be

Tin-Catalyzed Synthesis of 5-Substituted 1H-Tetrazoles from Nitriles: Homogeneous and Heterogeneous Procedures

The preparation of 5-substituted 1H-tetrazoles was efficiently achieved by reaction of trimethylsilylazide with nitriles using a triorganotin alkoxide precatalyst. The reaction mechanism was first investigated using a homogeneous tributyltin derivative and was explored through experimental investigations and DFT calculations. A heterogeneous version was then developed using a polymer-supported organotin alkoxide and afforded an efficient method for the preparation of tetrazoles in high yields with an easy work-up and a residual tin concentration in the desired products compatible for pharmaceutical applications (less than 10 ppm). (Figure presented.).

A reliable one-pot synthesis of aryl azides from aryl amines using organotin azides as effective and recoverable reagents

A mild and mass-efficient procedure based on the one-pot diazotization-azidodediazoniation of aromatic amines is described. A wide range of aryl azides are obtained in moderate to high yields by using tributyltin azide as an effective and reusable azide source in the presence of p-toluenesulfonic acid at room temperature. The method was also successfully applied employing an insoluble polymer-supported organotin azide.

Synthesis of deuterium-labeled olmesartan and candesartan

This paper describes the synthesis of deuterium-labeled olmesartan and candesartan. The two desired compounds both used [2H4] 2-cyano-4'-methyl-biphenyl as deuterium-labeled reagent, which was synthesized beforehand in two steps. [2H4] olmesartan was synthesized in six steps further with 17% overall yield, and [2H4] candesartan was synthesized in seven steps further with 13% overall yield. Copyright 2012 John Wiley & Sons, Ltd. This paper describes the synthesis of deuterium-labeled olmesartan and candesartan. The two desired compounds both used [2H4] 2-cyano-4'-methyl-biphenyl as deuterium-labeled reagent, which was synthesized beforehand in two steps. [ 2H4] olmesartan was synthesized in a further six steps with a 17% overall yield, and [2H4] candesartan was synthesized in a further seven steps with a 13% overall yield. Copyright

PROCESS FOR PURE IRBESARTAN

The present invention provides an improved and commercially viable process for preparation of irbesartan intermediate, 1-[(2''-cyanobiphenyl-4-yl)methyl]-2-n-butyl-4-spirocyclopentane-2-imidazolin-5-one, substantially free of 1-[(2''-cyanobiphenyl-4-yl)methyl]-2-n-propyl-4-spirocyclopentane-2-imidazolin-5-one impurity, thereby producing irbesartan substantially free of the undesired propyl analog impurity, namely 2-propyl-3-[[2''-(1H-tetrazol-5-yl)[1,1''-biphenyl]-4-yl]methyl]-1,3-diazaspiro[4.4]non-1-en-4-one. The present invention also provides a process for preparation of irbesartan substantially free of tin content. The present invention further provides a commercially viable process for preparation of irbesartan in high purity and in high yield.

CRYSTALLINE 1-(CYCLOHEXYLOXYCARBONYLOXY) ETHYL 1-((2'-CYANOBIPHENYL-4-YL)METHYL)-2-ETHOXY-1H-BENZO[D]IMIDAZOLE-7-CARBOXYLATE AND A PROCESS FOR ITS PREPARATION

The present invention relates to 1-(cyclohexyloxycarbonyloxy)ethyl 1-((2'-cyanobiphenyl-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate in crystalline form and a process for its preparation, which is useful intermediate in the preparation of candesartan cilexetil. The present invention also relates to the preparation of candesartan cilexetil and pharmaceutical composition comprising candesartan cilexetil.

ONE POT PROCESS FOR THE PREPARATION OF CANDESARTAN

Present invention is to provide one pot synthesis of candesartan without isolating the ester intermediate.

IMPROVED PROCESS FOR PREPARING PURE VALSARTAN

An improved process for the preparation of substantially pure valsartan employing suitable reagents such as chelating agent and reaction conditions.