4,4′-(benzo-2,1,3-thiadiazole-4,7-diyl)dianiline

Base Information

• Chemical Name: 4,4′-(benzo-2,1,3-thiadiazole-4,7-diyl)dianiline
• CAS No.: 1203707-77-0
• Molecular Formula: C₁₈H₁₄N₄S
• Molecular Weight: 318.402
• Mol file: 1203707-77-0.mol

Synonyms:4,4′-(benzo-2,1,3-thiadiazole-4,7-diyl)dianiline

Chemical Property of 4,4′-(benzo-2,1,3-thiadiazole-4,7-diyl)dianiline

Chemical Property:

• Melting Point: 247-248 °C
• Boiling Point: 563.0±40.0 °C(Predicted)
• Density: 1.357±0.06 g/cm3(Predicted)

Purity/Quality:

98.5% ^*data from raw suppliers

4,4'-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)dianiline 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4′-(benzo-2,1,3-thiadiazole-4,7-diyl)dianiline

There total 5 articles about 4,4′-(benzo-2,1,3-thiadiazole-4,7-diyl)dianiline 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: 87.0%

4,7-bis[4-tert-butoxylcarbonylaminophenyl]-2,1,3-benzothiadiazole (1203707-76-9) → 4,4′-(benzo-2,1,3-thiadiazole-4,7-diyl)dianiline (1203707-77-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1246/cl.2009.1042

Reference yield: 72.0%

4,7-dibromobenzo[c][1,2,5]thiadiazole (15155-41-6) + 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline (214360-73-3) → 4,4′-(benzo-2,1,3-thiadiazole-4,7-diyl)dianiline (1203707-77-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In toluene; at 69.84 ℃; for 16h; Inert atmosphere;

DOI:10.1002/adfm.202005106

Reference yield:

benzo[1,2,5]thiadiazole (273-13-2,22706-22-5) → 4,4′-(benzo-2,1,3-thiadiazole-4,7-diyl)dianiline (1203707-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; hydrogen bromide / water / 6 h / 100 °C

2: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 12 h / 70 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen bromide; bromine; potassium carbonate; In tetrahydrofuran; water;

DOI:10.1016/j.molliq.2019.04.121

upstream raw materials:

4,7-bis[4-tert-butoxylcarbonylaminophenyl]-2,1,3-benzothiadiazole

4,7-bis[4-(2-nitrobenzylamino)phenyl]-2,1,3-benzothiadiazole

4,7-dibromobenzo[c][1,2,5]thiadiazole

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

Downstream raw materials:

4,7-bis[4-(2-nitrobenzylamino)phenyl]-2,1,3-benzothiadiazole