1,5-Diazocine-3,7(2H,4H)-dione, tetrahydro-1,5-bis[(4-methylphenyl)sulfonyl]-, dioxime

Base Information

• Chemical Name: 1,5-Diazocine-3,7(2H,4H)-dione, tetrahydro-1,5-bis[(4-methylphenyl)sulfonyl]-, dioxime
• CAS No.: 160624-81-7
• Molecular Formula: C₂₀H₂₄N₄O₆S₂
• Molecular Weight: 480.566
• Mol file: 160624-81-7.mol

Synonyms:

Chemical Property of 1,5-Diazocine-3,7(2H,4H)-dione, tetrahydro-1,5-bis[(4-methylphenyl)sulfonyl]-, dioxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-Diazocine-3,7(2H,4H)-dione, tetrahydro-1,5-bis[(4-methylphenyl)sulfonyl]-, dioxime

There total 5 articles about 1,5-Diazocine-3,7(2H,4H)-dione, tetrahydro-1,5-bis[(4-methylphenyl)sulfonyl]-, dioxime 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:

3,7-dimethylene-1,5-dimethylbenzenesulfonyl-1,5-diazacyclooctane (130927-34-3) → N,N'-di-p-toluenesulfonyl-1,5-diazacyclooctane-3,7-dione anti-dioxime (160624-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) O₃, 2.) dimethyl sulfide / 1) CH₂Cl₂, -78 deg C, 1 h; 2) CH₂Cl₂, rt, 1 h

2: hydroxylamine hydrochloride, sodium acetate trihydrate / ethanol / 120 h / Heating

With dimethylsulfide; hydroxylamine hydrochloride; sodium acetate; ozone; In ethanol;

DOI:10.1021/jo9614755

Reference yield:

1,5-ditosyl-1,5-diazocane-3,7-dione (160624-80-6) → N,N'-di-p-toluenesulfonyl-1,5-diazacyclooctane-3,7-dione anti-dioxime (160624-81-7) + 1,5-Bis-(toluene-4-sulfonyl)-[1,5]diazocane-3,7-dione dioxime

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; for 120h; Heating;

DOI:10.1021/jo9614755

Reference yield:

toluene-4-sulfonamide (70-55-3) → N,N'-di-p-toluenesulfonyl-1,5-diazacyclooctane-3,7-dione anti-dioxime (160624-81-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / K₂CO₃ / acetonitrile / 4 h / Heating

2: 1.) O₃, 2.) dimethyl sulfide / 1) CH₂Cl₂, -78 deg C, 1 h; 2) CH₂Cl₂, rt, 1 h

3: hydroxylamine hydrochloride, sodium acetate trihydrate / ethanol / 120 h / Heating

With dimethylsulfide; hydroxylamine hydrochloride; sodium acetate; potassium carbonate; ozone; In ethanol; acetonitrile;

DOI:10.1021/jo9614755

upstream raw materials:

1,5-ditosyl-1,5-diazocane-3,7-dione

toluene-4-sulfonamide

3,7-dimethylene-1,5-dimethylbenzenesulfonyl-1,5-diazacyclooctane

Downstream raw materials:

N,N'-bis(p-toluenesulfonyl)-1,5-dinitro-3,7-diazabicyclo<3.3.0>octane

Refernces

• 1、 Dave, Paritosh R.,Forohar, Farhad,Axenrod, Theodore,Qi, Lida,Watnick, Clara,Yazdekhasti, Hamid. "1,5-Diazacyclooctane-3,7-Derivatives as Precursors of the 3,7-Diazabicyclooctane and 3,7,10-Heterocyclicpropellane Ring Systems". . p. 8965 - 8968. Retrieved 2007/10/02.