2-(N,N-Diphenylamino)thiophene

Base Information

• Chemical Name: 2-(N,N-Diphenylamino)thiophene
• CAS No.: 174904-78-0
• Molecular Formula: C16H13NS
• Molecular Weight: 251.352
• DSSTox Substance ID: DTXSID90436697
• Nikkaji Number: J811.646F
• Mol file: 174904-78-0.mol

Synonyms:2-(N,N-Diphenylamino)thiophene;174904-78-0;N,N-diphenylthiophen-2-amine;2-Thiophenamine, N,N-diphenyl-;n,n-diphenyl-2-thiophenamine;SCHEMBL2681787;DTXSID90436697;BVSRQQLDLMFUCZ-UHFFFAOYSA-N;GEO-02543;MFCD11224522;AKOS024389023;GS-0660;FT-0697137;W-200168

Chemical Property of 2-(N,N-Diphenylamino)thiophene

Chemical Property:

• PSA: 31.48000
• LogP: 5.21790
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 251.07687059
• Heavy Atom Count: 18
• Complexity: 226

Purity/Quality:

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=CS3

Technology Process of 2-(N,N-Diphenylamino)thiophene

There total 7 articles about 2-(N,N-Diphenylamino)thiophene 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: 67.3%

2-bromothiophene (1003-09-4) + diphenylamine (122-39-4) → 2-(N,N-diphenylamino)thiophene (174904-78-0)

Guidance literature:

With palladium diacetate; tri tert-butylphosphoniumtetrafluoroborate; In toluene; at 120 ℃; for 12h; Inert atmosphere;

Reference yield: 57.0%

2-thienyl chloride (96-43-5) + diphenylamine (122-39-4) → 2-(N,N-diphenylamino)thiophene (174904-78-0)

Guidance literature:

With potassium tert-butylate; C₆₆H₉₂Cl₃N₃Pd; In n-heptane; at 100 ℃; for 4h;

DOI:10.1002/chem.202103341

Reference yield:

N,N-diphenylacetamide (519-87-9) → 2-(N,N-diphenylamino)thiophene (174904-78-0)

Guidance literature:

Multi-step reaction with 4 steps

1: POCl₃

2: Et₃N

3: 92 percent / KOH / methanol; H₂O / 2 h / Heating

4: Heating

With potassium hydroxide; triethylamine; trichlorophosphate; In methanol; water; 1: Vilsmeier-Haak-Arnold reaction;

DOI:10.1021/ol015875c

upstream raw materials:

2-Iodothiophene

diphenylamine

2-bromothiophene

2-(diphenylamino)thiophene-5-carboxylic acid

Downstream raw materials:

N,N-(5-diphenylamino)[2,2-bithiophene]

1,3,5-tris[4-(2-diphenylamino-5-thienyl)phenyl]benzene

4,4',4''-tris(2-diphenylamino-5-thienyl)triphenylamine

N,N-diphenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-thiophene-2-amine