4-(Thiophen-3-yl)aniline

Base Information

• Chemical Name: 4-(Thiophen-3-yl)aniline
• CAS No.: 834884-74-1
• Molecular Formula: C10H9 N S
• Molecular Weight: 175.254
• Hs Code.: 2934999090
• European Community (EC) Number: 624-851-8
• DSSTox Substance ID: DTXSID90399657
• Wikidata: Q82202329
• Mol file: 834884-74-1.mol

Synonyms:4-(Thiophen-3-yl)aniline;834884-74-1;4-thiophen-3-ylaniline;4-(3-thienyl)aniline;4-(Thiophenyl-3-yl)phenylamine;4-thiophene-3-ylaniline;p-chlorobenzenesulphinicacid;4-Thiophen-3-yl-phenylamine;SCHEMBL224338;DTXSID90399657;GYPDHLDQINBFPY-UHFFFAOYSA-N;4-(Thiophen-3-yl)aniline, 97%;MFCD06740168;AKOS004114113;BS-24313;BB 0222695;CS-0204872;EN300-198050

Chemical Property of 4-(Thiophen-3-yl)aniline

Chemical Property:

• Vapor Pressure: 0.00388mmHg at 25°C
• Melting Point: 99-103 °C(lit.)
• Refractive Index: 1.65
• Boiling Point: 280°C at 760 mmHg
• Flash Point: 123.1°C
• PSA: 54.26000
• Density: 1.196g/cm³
• LogP: 3.57850
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.04557046
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Thiophen-3-yl)aniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CSC=C2)N
• Uses: 4-(Thiophen-3-yl)aniline can be used as a reactant to synthesize:Pd(I)–poly[4-(thiophen-3yl)-aniline] composite material by in situ polymerization and composite formation method. Schiff base, 2-methoxy-6-[(4-thiophene-3-yl-phenylimino)-methyl]-phenol by condensation reaction with o-vanillin. 2-(1H-Imidazol-1-yl)-N-(4-(thiophen-3-yl)phenyl)acetamide by reacting with 2-(1H-imidazol-1-yl)acetic acid using HATU as amide coupling agent.

Technology Process of 4-(Thiophen-3-yl)aniline

There total 7 articles about 4-(Thiophen-3-yl)aniline 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: 48.0%

Thien-3-ylboronic acid (6165-69-1) + 4-bromo-aniline (106-40-1) → 4-(thiophen-3-yl)aniline (834884-74-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00662

Reference yield: 42.0%

1-bromo-4-(3-thienyl)benzene (20608-85-9) → 4-(thiophen-3-yl)aniline (834884-74-1)

Guidance literature:

1-bromo-4-(3-thienyl)benzene; With magnesium; In tetrahydrofuran; Inert atmosphere;

With C₁₀H₁₇NO; In tetrahydrofuran; toluene; at -78 ℃; for 2h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; toluene; Inert atmosphere;

DOI:10.1038/nchem.2672

Reference yield: 42.0%

→ 4-(thiophen-3-yl)aniline (834884-74-1)

Guidance literature:

With magnesium; ethylene dibromide; In tetrahydrofuran; Inert atmosphere;

With C₁₀H₁₇NO; In tetrahydrofuran; toluene; at -78 ℃; for 2h; Inert atmosphere;

upstream raw materials:

N-(4-thiophen-3-yl-phenyl)-acetamide

thiophene boronic acid

p-aminoiodobenzene

3-(4-nitrophenyl)thiophene

Downstream raw materials:

1,5-(di(4-(thiophene-3-yl)phenyl)-3,7-diphenyl-1,5-diaza-3,7-diphosphacyclooctane)

N-(pyridin-2-ylmethylidene)-4-(thiophen-3-yl)aniline

Refernces

• 1、 -. "AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS". Paragraph 0098; 0134; 0135; 0221. . Retrieved 2018/03/25.
• 2、 Gao, Hongyin,Zhou, Zhe,Kwon, Doo-Hyun,Coombs, James,Jones, Steven,Behnke, Nicole Erin,Ess, Daniel H.,Kürti, László. "Rapid heteroatom transfer to arylmetals utilizing multifunctional reagent scaffolds". . p. 681 - 688. Retrieved 2017/06/30.