5-(4-(Diphenylamino)phenyl)thiophene-2-carbaldehyde

Base Information

• Chemical Name: 5-(4-(Diphenylamino)phenyl)thiophene-2-carbaldehyde
• CAS No.: 291279-14-6
• Molecular Formula: C23H17NOS
• Molecular Weight: 355.46
• DSSTox Substance ID: DTXSID50594040
• Nikkaji Number: J2.893.161A
• Wikidata: Q82488742
• Mol file: 291279-14-6.mol

Synonyms:291279-14-6;5-(4-(Diphenylamino)phenyl)thiophene-2-carbaldehyde;2-Thiophenecarboxaldehyde, 5-[4-(diphenylamino)phenyl]-;5-[4-(N-phenylanilino)phenyl]thiophene-2-carbaldehyde;5-[4-(Diphenylamino)phenyl]thiophene-2-carbaldehyde;SCHEMBL5399485;DTXSID50594040;DLTDKNZISWUVBJ-UHFFFAOYSA-N;BS-46845;CS-0146328;E81874;5-(4-diphenylamino-phenyl)-thiophene-2-carbaldehyde;5-(4-(diphenylamino)phenyl)thiophene-2-carboxaldehyde

Chemical Property of 5-(4-(Diphenylamino)phenyl)thiophene-2-carbaldehyde

Chemical Property:

• Boiling Point: 538.8±45.0 °C(Predicted)
• PKA: -3.27±0.60(Predicted)
• PSA: 48.55000
• Density: 1.238±0.06 g/cm3(Predicted)
• LogP: 6.69740
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 355.10308534
• Heavy Atom Count: 26
• Complexity: 418

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(C2=CC=CC=C2)C3=CC=C(C=C3)C4=CC=C(S4)C=O

Technology Process of 5-(4-(Diphenylamino)phenyl)thiophene-2-carbaldehyde

There total 12 articles about 5-(4-(Diphenylamino)phenyl)thiophene-2-carbaldehyde 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: 96.0%

5-bromo-2-thiophencarboxaldehyde (4701-17-1) + 4-(diphenylamino)phenyl boronic acid (201802-67-7) → 5-[4-(diphenylamino)phenyl]thiophene-2-carbaldehyde (291279-14-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; ethanol; water; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c9nj00880b

Reference yield: 94.0%

4-N,N-diphenylamino-1-bromobenzene (36809-26-4) + (5-formylthiophen-2-yl)boronic acid → 5-[4-(diphenylamino)phenyl]thiophene-2-carbaldehyde (291279-14-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In methanol; toluene; at 75 ℃; for 16h;

DOI:10.1016/j.jphotochem.2012.10.002

Reference yield: 92.0%

thiophene-2-carbaldehyde (98-03-3) + 4-N,N-diphenylamino-1-bromobenzene (36809-26-4) → 5-[4-(diphenylamino)phenyl]thiophene-2-carbaldehyde (291279-14-6)

Guidance literature:

With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid; In toluene; at 100 ℃; for 16.3h; Inert atmosphere;

DOI:10.1016/j.orgel.2016.12.046

upstream raw materials:

4-N,N-diphenylamino-1-bromobenzene

4-(diphenylamino)phenylboronic pinacol ester

5-bromo-2-thiophencarboxaldehyde

N,N-diphenylaminobenzene

Downstream raw materials:

C₂₈H₂₀N₂O₃S₃

5-{4-[bis(4-bromophenyl)amino]phenyl}thiophene-2-carbaldehyde

(E)-4-(5-(2-(2,5-dibromothiophen-3-yl)vinyl)thiophen-2-yl)-N,N-diphenylaniline

5-[4-(diphenylamino)phenyl]-thiophene-2-cyanoacrylic acid