1,9-Dithia-5,13-diazacyclohexadecane, 5,5',5''-[1,3,5-benzenetriyltris(methylene)]tris-

Base Information

• Chemical Name: 1,9-Dithia-5,13-diazacyclohexadecane, 5,5',5''-[1,3,5-benzenetriyltris(methylene)]tris-
• CAS No.: 180966-21-6
• Molecular Formula: C₄₅H₈₄N₆S₆
• Molecular Weight: 901.598
• Mol file: 180966-21-6.mol

Synonyms:

Chemical Property of 1,9-Dithia-5,13-diazacyclohexadecane, 5,5',5''-[1,3,5-benzenetriyltris(methylene)]tris-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,9-Dithia-5,13-diazacyclohexadecane, 5,5',5''-[1,3,5-benzenetriyltris(methylene)]tris-

There total 10 articles about 1,9-Dithia-5,13-diazacyclohexadecane, 5,5',5''-[1,3,5-benzenetriyltris(methylene)]tris- 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:

3,3‘-(benzylazanediyl)bis(propan-1-ol) (5279-23-2) → 1,3,5-tris[(1,9-dithia-5,13-diazacyclohexadec-5-yl)methyl]benzene (180966-21-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 92 percent / SOCl₂ / CH₂Cl₂ / 1.) room temp., overnight, 2.) reflux, 2 h

2: 58 percent / Cs₂CO₃ / dimethylformamide / 24 h / 85 °C

3: 96 percent / K₂CO₃ / benzene / 12 h / Heating

4: 72 percent / Zn, AcOH / 2 h / Ambient temperature

5: 92 percent / Et₃N / tetrahydrofuran / 2.5 h / Ambient temperature

6: 96 percent / HCl / methanol / 1.5 h / Ambient temperature

7: 1.) BH₃*Me₂S, 2.) aq. HCl / 1.) THF, 60 deg C, 7 h, 2.) MeOH, reflux, 1.5 h

With hydrogenchloride; thionyl chloride; dimethylsulfide borane complex; potassium carbonate; caesium carbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1039/p19960001553

Reference yield:

di-(3-chloropropyl)amine (102073-95-0) → 1,3,5-tris[(1,9-dithia-5,13-diazacyclohexadec-5-yl)methyl]benzene (180966-21-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 77 percent / 10percent aq. NaOH / CH₂Cl₂ / 4 h

2: 80 percent / dimethylformamide / 48 h / Ambient temperature

3: 74 percent / NaOMe / methanol / 0.08 h

4: 58 percent / Cs₂CO₃ / dimethylformamide / 24 h / 85 °C

5: 96 percent / K₂CO₃ / benzene / 12 h / Heating

6: 72 percent / Zn, AcOH / 2 h / Ambient temperature

7: 92 percent / Et₃N / tetrahydrofuran / 2.5 h / Ambient temperature

8: 96 percent / HCl / methanol / 1.5 h / Ambient temperature

9: 1.) BH₃*Me₂S, 2.) aq. HCl / 1.) THF, 60 deg C, 7 h, 2.) MeOH, reflux, 1.5 h

With hydrogenchloride; sodium hydroxide; dimethylsulfide borane complex; sodium methylate; potassium carbonate; caesium carbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1039/p19960001553

Reference yield:

bis-(3-hydroxypropyl)amine (14002-33-6) → 1,3,5-tris[(1,9-dithia-5,13-diazacyclohexadec-5-yl)methyl]benzene (180966-21-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 80 percent / SOCl₂ / CH₂Cl₂ / 1.) room temp., overnight, 2.) reflux, 2 h

2: 77 percent / 10percent aq. NaOH / CH₂Cl₂ / 4 h

3: 80 percent / dimethylformamide / 48 h / Ambient temperature

4: 74 percent / NaOMe / methanol / 0.08 h

5: 58 percent / Cs₂CO₃ / dimethylformamide / 24 h / 85 °C

6: 96 percent / K₂CO₃ / benzene / 12 h / Heating

7: 72 percent / Zn, AcOH / 2 h / Ambient temperature

8: 92 percent / Et₃N / tetrahydrofuran / 2.5 h / Ambient temperature

9: 96 percent / HCl / methanol / 1.5 h / Ambient temperature

10: 1.) BH₃*Me₂S, 2.) aq. HCl / 1.) THF, 60 deg C, 7 h, 2.) MeOH, reflux, 1.5 h

With hydrogenchloride; sodium hydroxide; thionyl chloride; dimethylsulfide borane complex; sodium methylate; potassium carbonate; caesium carbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1039/p19960001553

upstream raw materials:

di-(3-chloropropyl)amine

bis-(3-hydroxypropyl)amine

3,3‘-(benzylazanediyl)bis(propan-1-ol)

N-Benzylbis(3-chloropropyl)amine