20,29,44,47-Tetrakis-(4-toluolsulfonyl)-2,11,32,41-tetrathia-20,29,44,47-tetraaza<3.3>(1,3)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(4,6)benzeno<4>phan

Base Information

• Chemical Name: 20,29,44,47-Tetrakis-(4-toluolsulfonyl)-2,11,32,41-tetrathia-20,29,44,47-tetraaza<3.3>(1,3)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(4,6)benzeno<4>phan
• CAS No.: 133071-04-2
• Molecular Formula: C₆₈H₆₈N₄O₈S₈
• Molecular Weight: 1325.84
• Mol file: 133071-04-2.mol

Synonyms:

Chemical Property of 20,29,44,47-Tetrakis-(4-toluolsulfonyl)-2,11,32,41-tetrathia-20,29,44,47-tetraaza<3.3>(1,3)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(4,6)benzeno<4>phan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 20,29,44,47-Tetrakis-(4-toluolsulfonyl)-2,11,32,41-tetrathia-20,29,44,47-tetraaza<3.3>(1,3)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(4,6)benzeno<4>phan

There total 9 articles about 20,29,44,47-Tetrakis-(4-toluolsulfonyl)-2,11,32,41-tetrathia-20,29,44,47-tetraaza<3.3>(1,3)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(4,6)benzeno<4>phan 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: 3.4%

5,7,14,16-Tetrakis(mercaptomethyl)-2,11-bis(p-tolylsulfonyl)-2,11-diaza<3.3>metacyclophan (133043-81-9) + 5,7,14,16-tetrakis(bromomethyl)-2,11-bis(4-tolylsulfonyl)-2,11-diaza<3.3>metacyclophane (133043-80-8) → 20,29,44,47-Tetrakis-(4-toluolsulfonyl)-2,11,32,41-tetrathia-20,29,44,47-tetraaza<3.3>(1,3)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(4,6)benzeno<4>phan (133071-04-2)

Guidance literature:

With CsCO₃; In ethanol; benzene;

Reference yield:

4,6-dimethylisophthalic acid (2790-09-2) → 20,29,44,47-Tetrakis-(4-toluolsulfonyl)-2,11,32,41-tetrathia-20,29,44,47-tetraaza<3.3>(1,3)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(4,6)benzeno<4>phan (133071-04-2)

Guidance literature:

Multi-step reaction with 7 steps

1: thionyl chloride, DMF / Heating

2: Heating

3: 70 percent / NBS, AIBN / CH₂Cl₂ / 3 h / Heating; Irradiation

4: 26 percent / dimethylformamide / 4 h / 80 °C

5: 1) LiAlH₄ / 1) THF, room temperature, 1 h, then reflux, 2h, 2) reflux, 2 h

6: 75 percent / HBr / acetic acid / 6 h / Ambient temperature

7: 3.4 percent / Cs₂CO₃ / benzene; ethanol / 1 h / Heating

With N-Bromosuccinimide; lithium aluminium tetrahydride; thionyl chloride; 2,2'-azobis(isobutyronitrile); hydrogen bromide; caesium carbonate; N,N-dimethyl-formamide; In ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; benzene;

Reference yield:

4,6-bis(chloromethyl)-m-xylene (1585-15-5) → 20,29,44,47-Tetrakis-(4-toluolsulfonyl)-2,11,32,41-tetrathia-20,29,44,47-tetraaza<3.3>(1,3)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(1,3)<3.3>(4,6)(4,6)benzeno<4>phan (133071-04-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 1) KOH, H₂O, 2) KMnO₄ / 1) reflux, 4-5 h, 12 h

2: thionyl chloride, DMF / Heating

3: Heating

4: 70 percent / NBS, AIBN / CH₂Cl₂ / 3 h / Heating; Irradiation

5: 26 percent / dimethylformamide / 4 h / 80 °C

6: 1) LiAlH₄ / 1) THF, room temperature, 1 h, then reflux, 2h, 2) reflux, 2 h

7: 75 percent / HBr / acetic acid / 6 h / Ambient temperature

8: 3.4 percent / Cs₂CO₃ / benzene; ethanol / 1 h / Heating

With potassium hydroxide; potassium permanganate; N-Bromosuccinimide; lithium aluminium tetrahydride; thionyl chloride; 2,2'-azobis(isobutyronitrile); water; hydrogen bromide; caesium carbonate; N,N-dimethyl-formamide; In ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; benzene;

upstream raw materials:

5,7,14,16-Tetrakis(mercaptomethyl)-2,11-bis(p-tolylsulfonyl)-2,11-diaza<3.3>metacyclophan

5,7,14,16-tetrakis(bromomethyl)-2,11-bis(4-tolylsulfonyl)-2,11-diaza<3.3>metacyclophane

4,6-dimethylisophthalic acid

4,6-bis(chloromethyl)-m-xylene