5,5-dichloro-1-methyl-1,5-azastannocane

Base Information

• Chemical Name: 5,5-dichloro-1-methyl-1,5-azastannocane
• CAS No.: 93253-72-6
• Molecular Formula: C₇H₁₅Cl₂NSn
• Molecular Weight: 302.819
• Mol file: 93253-72-6.mol

Synonyms:NSC 376364

Chemical Property of 5,5-dichloro-1-methyl-1,5-azastannocane

Chemical Property:

• Vapor Pressure: 0.00796mmHg at 25°C
• Boiling Point: 267.8°C at 760 mmHg
• Flash Point: 115.8°C

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,5-dichloro-1-methyl-1,5-azastannocane

There total 3 articles about 5,5-dichloro-1-methyl-1,5-azastannocane 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: 60.0%

tin(IV) chloride (7646-78-8) + 3,3'-methyliminobis(propylmagnesiumchloride) → 1,1-dichloro-5-NMe-1-stanna-bicyclo{3.3.0(1.5)}-octane (93253-72-6)

Guidance literature:

In tetrahydrofuran; toluene; byproducts: MgCl2; stirring (1.5 h, refluxing, 2 h); filtering, evapn. (vac.), recrystn. (EtOH); elem. anal.;

DOI:10.1016/S0277-5387(97)00180-0

Reference yield: 59.5%

3-chloro-N-(3-chloropropyl)-N-methylpropan-1-amine (2159-66-2) + tin(IV) chloride (7646-78-8) + magnesium (7439-95-4) → 1-methyl-5,5-dichloro-1-aza-5-stannabicyclo{3.3.0^1,5}octane (93253-72-6)

Guidance literature:

In tetrahydrofuran; toluene; byproducts: MgCl2; Under Ar, a soln. of MeN(CH2CH2CH2MgCl)2 (prepd. from MeN(CH2CH2CH2Cl)2 and Mg in THF at 40-50°C) and SnCl4 in toluene are added dropwise and synchronously under vigorous stirring to toluene, mixt. is refluxed for 2 h.; Concg., filtering of hot react. mixt., evapn., recrystn.(MeOH), elem. anal., mol wt..;

Reference yield: 25.0%

tin(IV) chloride (7646-78-8) + 3,3'-methyliminobis(propylmagnesiumchloride) → 1-methyl-5,5-dichloro-1-aza-5-stannabicyclo{3.3.0^1,5}octane (93253-72-6)

Guidance literature:

In tetrahydrofuran; toluene; byproducts: MgCl2; dropping of a solution of the amine in THF and of a solution of SnCl4 in toluene to stirred toluene; stirring for 2 hours; heating under refluxfor 30 minutes and evaporation;; extraction with benzene, evaporation and recrystallization from methanol; elem. anal.;;

DOI:10.1016/0022-328X(84)80450-7

upstream raw materials:

3-chloro-N-(3-chloropropyl)-N-methylpropan-1-amine

tin(IV) chloride

magnesium

Downstream raw materials:

Sn(CH₃N(C₃H₆)2)(OSi(C₆H₅)3)2

Refernces

• 1、 Beuter, Mike,Kolb, Ute,Zickgraf, Andrea,Braeu, Elmar,Bletz, Michael,Draeger, Martin. "Heterocyclic systems containing tin(IV) - XIII [1]. Possible ceasing or inversion of the structural trans influence during the course of a bimolecular nucleophilic attack of a donor group in a series of SnIV rings". . p. 4005 - 4015. Retrieved 2008/10/09.