(1Z)-2,2,3,3,4,4,4-Heptafluoro-N-(4-methoxy-2-methylphenyl)butanimidoyl chloride

Base Information

• Chemical Name: (1Z)-2,2,3,3,4,4,4-Heptafluoro-N-(4-methoxy-2-methylphenyl)butanimidoyl chloride
• CAS No.: 923569-77-1
• Molecular Formula: C₁₂H₉ClF₇NO
• Molecular Weight: 351.651
• DSSTox Substance ID: DTXSID30700420
• Mol file: 923569-77-1.mol

Synonyms:923569-77-1;(1Z)-2,2,3,3,4,4,4-Heptafluoro-N-(4-methoxy-2-methylphenyl)butanimidoyl chloride;DTXSID30700420;DQIJQQYCIDPTKA-UHFFFAOYSA-N

Chemical Property of (1Z)-2,2,3,3,4,4,4-Heptafluoro-N-(4-methoxy-2-methylphenyl)butanimidoyl chloride

Chemical Property:

• PSA: 21.59000
• LogP: 5.10530
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 351.0260887
• Heavy Atom Count: 22
• Complexity: 424

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)OC)N=C(C(C(C(F)(F)F)(F)F)(F)F)Cl

Technology Process of (1Z)-2,2,3,3,4,4,4-Heptafluoro-N-(4-methoxy-2-methylphenyl)butanimidoyl chloride

There total 1 articles about (1Z)-2,2,3,3,4,4,4-Heptafluoro-N-(4-methoxy-2-methylphenyl)butanimidoyl chloride 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: 90.0%

heptafluorobutyric Acid (375-22-4) + 2-methyl-4-methoxyaniline (102-50-1) → N-(4-methoxy-2-methylphenyl)-2,2,3,3,4,4,4-heptafluorobutanimidoyl chloride (923569-77-1)

Guidance literature:

With tetrachloromethane; triethylamine; triphenylphosphine; for 3h; Heating;

DOI:10.1055/s-2007-967950

Reference yield:

N-(4-methoxy-2-methylphenyl)-2,2,3,3,4,4,4-heptafluorobutanimidoyl chloride (923569-77-1) → 5-methoxy-2-perfluoropropylindole (923569-79-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / Heating

2: 76 percent / magnesium / tetrahydrofuran / 2 h / 0 °C

With N-Bromosuccinimide; magnesium; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; 2: Grignard cyclization reaction;

DOI:10.1055/s-2007-967950 DOI:10.1016/j.jfluchem.2007.04.023

upstream raw materials:

heptafluorobutyric Acid

2-methyl-4-methoxyaniline

Downstream raw materials:

5-methoxy-2-perfluoropropylindole

Refernces

• 1、 Wang, Zengxue,Ge, Fenglian,Wan, Wen,Jiang, Haizhen,Hao, Jian. "Fluorinated N-[2-(haloalkyl)phenyl]imidoyl chloride, a key intermediate for the synthesis of 2-fluoroalkyl substituted indole derivatives via Grignard cyclization process". . p. 1143 - 1152. Retrieved 2008/02/08.