4-(Thiazol-5-yl)aniline

Base Information

• Chemical Name: 4-(Thiazol-5-yl)aniline
• CAS No.: 332113-79-8
• Molecular Formula: C9H8N2S
• Molecular Weight: 176.23822
• European Community (EC) Number: 854-360-6
• Nikkaji Number: J1.524.690A
• Mol file: 332113-79-8.mol

Synonyms:4-(Thiazol-5-yl)aniline;332113-79-8;4-(1,3-thiazol-5-yl)aniline;SCHEMBL14320606;MFCD11934732;BS-50278;F75002;EN300-3017268

Chemical Property of 4-(Thiazol-5-yl)aniline

Chemical Property:

• Melting Point: 149.5-150.0 °C(Solv: water (7732-18-5))
• Boiling Point: 347.4±17.0 °C(Predicted)
• PKA: 3.68±0.10(Predicted)
• PSA: 67.15000
• Density: 1.261±0.06 g/cm3(Predicted)
• LogP: 2.97350
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.04081944
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

4-(Thiazol-5-yl)aniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CN=CS2)N

Technology Process of 4-(Thiazol-5-yl)aniline

There total 7 articles about 4-(Thiazol-5-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: 85.0%

→ 5-(4-Aminophenyl)thiazole (332113-79-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,4-dioxane; water; at 80 ℃; for 12h; Inert atmosphere;

Reference yield: 63.0%

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-1,3-thiazole (1086111-09-2) + p-aminoiodobenzene (540-37-4) → 5-(4-Aminophenyl)thiazole (332113-79-8)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; In N,N-dimethyl-formamide; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.05.013

Reference yield:

p-aminoiodobenzene (540-37-4) → 5-(4-Aminophenyl)thiazole (332113-79-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; diethyl ether / 0.5 h / -78 °C

1.2: ZnCl₂ / hexane; diethyl ether / 0.5 h / -78 - 20 °C

1.3: Pd(PPh₃)4 / tetrahydrofuran / 24 h / Heating

2.1: 155 mg / aq. HCl

With hydrogenchloride; n-butyllithium; In diethyl ether; hexane; 1.3: Negishi cross-coupling reaction;

DOI:10.1055/s-2001-9753

upstream raw materials:

5-(4-nitrophenyl)thiazole

p-aminoiodobenzene

N-phenacyl-thioformamide

2-aminoacetophenone hydrochloride

Downstream raw materials:

5-(4-fluorophenyl)thiazole