3-Amino-4-iodobenzotrifluoride

Base Information

• Chemical Name: 3-Amino-4-iodobenzotrifluoride
• CAS No.: 105202-02-6
• Molecular Formula: C7H5F3IN
• Molecular Weight: 287.023
• Hs Code.: 2921420090
• Mol file: 105202-02-6.mol

Synonyms:2-Iodo-5-trifluoromethylaniline;

Chemical Property of 3-Amino-4-iodobenzotrifluoride

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.0226mmHg at 25°C
• Refractive Index: 1.569
• Boiling Point: 248.514 °C at 760 mmHg
• Flash Point: 104.098 °C
• PSA: 26.02000
• Density: 1.949 g/cm³
• LogP: 3.47340
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-4-iodobenzotrifluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Amino-4-iodobenzotrifluoride is a useful intermediate for the preparation of trifluoromethylindoles by coupling-annulation of alkynes with iodo(trifluoromethyl)anilines.

Technology Process of 3-Amino-4-iodobenzotrifluoride

There total 3 articles about 3-Amino-4-iodobenzotrifluoride 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: 98.0%

1-iodo-2-nitro-4-(trifluoromethyl)benzene (400-97-5) → 2-iodo-4-(trifluoromethyl)benzenamine (105202-02-6)

Guidance literature:

With iron; acetic acid; In ethanol; at 23 ℃; for 3h;

Reference yield: 37.0%

3-trifluoromethylaniline (98-16-8) → 2-iodo-4-(trifluoromethyl)benzenamine (105202-02-6)

Guidance literature:

With Iodine monochloride; acetic acid; at 90 ℃; for 3h;

DOI:10.1055/s-2006-926371

Reference yield:

4-trifluoromethyl-2-nitroaniline (400-98-6) → 2-iodo-4-(trifluoromethyl)benzenamine (105202-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / 0.17 h / 100 °C

1.2: 0.5 h / 0 °C

1.3: 2 h / 0 - 70 °C

2.1: iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate / methanol / 2 h / Reflux

With hydrogenchloride; iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate; In methanol;

DOI:10.1002/anie.201102707

upstream raw materials:

3-trifluoromethylaniline

1-iodo-2-nitro-4-(trifluoromethyl)benzene

4-trifluoromethyl-2-nitroaniline

Downstream raw materials:

5-trifluoromethyl-N-phenylbenzo[d]thiazol-2-amine

3-amino-2-chloro-4-iodobenzotrifluoride

2-(2-Bromo-phenylsulfanyl)-5-trifluoromethyl-phenylamine

2-(hept-1-yn-1-yl)-5-(trifluoromethyl)aniline

Refernces

• 1、 Tullberg, Erik,Schacher, Felix,Peters, Dan,Frejd, Torbjoern. "Solvent-free Heck-Jeffery reactions under ball-milling conditions applied to the synthesis of unnatural amino acids precursors and indoles". . p. 1183 - 1189. Retrieved 2006.
• 2、 -. "CANNABINOID TYPE 1 RECEPTOR MODULATORS". Paragraph 00357-00359. . Retrieved 2016/03/22.