3'-Trifluoromethylisobutyranilide

Base Information

• Chemical Name: 3'-Trifluoromethylisobutyranilide
• CAS No.: 1939-27-1
• Molecular Formula: C11H12F3NO
• Molecular Weight: 231.218
• European Community (EC) Number: 406-740-4
• UNII: V3NS36X991
• DSSTox Substance ID: DTXSID5057674
• Nikkaji Number: J2.318.247E
• Wikidata: Q27291497
• ChEMBL ID: CHEMBL3561475
• Mol file: 1939-27-1.mol

Synonyms:1939-27-1;3'-Trifluoromethylisobutyranilide;N-(3-(Trifluoromethyl)phenyl)isobutyramide;2-Methyl-N-[3-(trifluoromethyl)phenyl]propanamide;3-Trifluoromethylisobutyranilide;3'-Trifluoromethyl-iso-butyranilide;2-METHYL-N-(3-TRIFLUOROMETHYLPHENYL) PROPANAMIDE;UNII-V3NS36X991;DTXSID5057674;2-Methyl-N-(3-trifluoromethyl)phenyl)propanamide;V3NS36X991;EC 406-740-4;N-[3-(Trifluoromethyl)phenyl]isobutyramide;2-METHYL-N-(3-(TRIFLUOROMETHYL)PHENYL)PROPANAMIDE;SCHEMBL5561958;m-trifluoromethyl isobutyranilide;CHEMBL3561475;DTXCID6031463;3'-trifluoromethyl-isobutyranilide;HMS1577F02;Tox21_113916;MFCD00043455;STK158544;AKOS002981692;NCGC00262920-01;DS-13211;CAS-1939-27-1;FLUTAMIDE IMPURITY E [EP IMPURITY];CS-0154971;FT-0616421;C73690;A813678;SR-01000196576;SR-01000196576-1;2-Methyl-N-[3-(trifluoromethyl)phenyl]propanamide #;Q27291497;PROPANAMIDE, 2-METHYL-N-(3-(TRIFLUOROMETHYL)PHENYL)-;M-PROPIONOTOLUIDIDE, .ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-2-METHYL-

Chemical Property of 3'-Trifluoromethylisobutyranilide

Chemical Property:

• Appearance/Colour: White crystalline
• Vapor Pressure: 0.000493mmHg at 25°C
• Melting Point: 100-101 °C
• Refractive Index: 1.489
• Boiling Point: 313.5 °C at 760 mmHg
• PKA: 14.33±0.70(Predicted)
• Flash Point: 143.4 °C
• PSA: 29.10000
• Density: 1.22 g/cm³
• LogP: 3.37290
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 231.08709849
• Heavy Atom Count: 16
• Complexity: 250

Purity/Quality:

99.9% ^*data from raw suppliers

2-Methyl-N-[3-(trifluoromethyl)phenyl]propanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; N
• Hazard Codes: Xn,N
• Statements: 48/22-51/53
• Safety Statements: 22-36-61

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(=O)NC1=CC=CC(=C1)C(F)(F)F
• Uses: 2-Methyl-N-[3-(trifluoromethyl)phenyl]propanamide is used as a reagent to synthesize Flutamide (F598850), an oral nonsteroidal antiandrogen that is hepatotoxic and commonly used to treat patients with prostate cancer.

Technology Process of 3'-Trifluoromethylisobutyranilide

There total 9 articles about 3'-Trifluoromethylisobutyranilide 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: 95.0%

3-trifluoromethylnitrobenzene (98-46-4) + isobutyric Acid (79-31-2) → 2-methyl-N-[3-(trifluoromethyl)phenyl]propionamide (1939-27-1)

Guidance literature:

With sodium sulfite; for 16h; Reflux;

DOI:10.1246/cl.140454

Reference yield: 60.0%

ISOPROPYLAMIDE (563-83-7) + m-trifluoromethylphenyl iodide (401-81-0) → 2-methyl-N-[3-(trifluoromethyl)phenyl]propionamide (1939-27-1)

Guidance literature:

With cobalt(II) oxalate dihydrate; caesium carbonate; N,N`-dimethylethylenediamine; In water; at 130 ℃; for 24h; Green chemistry;

DOI:10.1055/s-0034-1380724

Reference yield:

Flutamide (13311-84-7) + isopropyl alcohol (67-63-0,8013-70-5) → 2,3-dimethyl-2,3-butane diol (76-09-5) + 2-methyl-N-[3-(trifluoromethyl)phenyl]propionamide (1939-27-1)

Guidance literature:

Irradiation; High pressure;

DOI:10.1016/j.jphotochem.2014.10.009

upstream raw materials:

3-trifluoromethylaniline

isobutyric Acid

α,α,α-trifluorotoluene

3-trifluoromethylnitrobenzene

Downstream raw materials:

Flutamide

Refernces

• 1、 -. "Synthesis method of drug intermediate flutamide". Paragraph 0008; 0010-0028. . Retrieved 2018/06/21.
• 2、 Ghaffarzadeh, Mohammad,Rahbar, Sahar. "A novel method for synthesis of flutamide on the bench-scale". . p. 200 - 201. Retrieved 2014/05/06.