N~2~-Hydroxy-N-[2-(trifluoromethyl)phenyl]glycinamide

Base Information

• Chemical Name: N~2~-Hydroxy-N-[2-(trifluoromethyl)phenyl]glycinamide
• CAS No.: 444-93-9
• Molecular Formula: C9H7F3N2O2
• Molecular Weight: 232.162
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID90701832
• Wikidata: Q82633602
• Mol file: 444-93-9.mol

Synonyms:DTXSID90701832;N~2~-Hydroxy-N-[2-(trifluoromethyl)phenyl]glycinamide

Chemical Property of N~2~-Hydroxy-N-[2-(trifluoromethyl)phenyl]glycinamide

Chemical Property:

• PSA: 61.69000
• LogP: 2.17690
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 234.06161202
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

98%min ^*data from raw suppliers

(2E)-2-(Hydroxyimino)-N-[2-(trifluoromethyl)-phenyl]acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(F)(F)F)NC(=O)CNO

Technology Process of N~2~-Hydroxy-N-[2-(trifluoromethyl)phenyl]glycinamide

There total 5 articles about N~2~-Hydroxy-N-[2-(trifluoromethyl)phenyl]glycinamide 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: 97.0%

chloral (75-87-6) + 2-(trifluoromethyl)benzenamine (88-17-5) → (E)-2-(hydroxyimino)-N-(2-(trifluoromethyl)phenyl)acetamide (444-93-9)

Guidance literature:

With hydroxyammonium sulfate; sodium sulfate; In ethanol; at 60 - 80 ℃; for 6h;

DOI:10.1016/S0040-4039(97)00140-8

Reference yield: 91.0%

2-chloro-N-[2-(trifluoromethyl)phenyl]acetamide (3792-04-9) → (E)-2-(hydroxyimino)-N-(2-(trifluoromethyl)phenyl)acetamide (444-93-9)

Guidance literature:

With hydroxylamine hydrochloride; dimethyl sulfoxide; sodium hydroxide; at 80 ℃; for 24h;

DOI:10.1134/S1070428019040201

Reference yield: 35.0%

chloral hydrate (302-17-0) + 2-(trifluoromethyl)benzenamine (88-17-5) → 2-hydroxyimino-N-(2-trifluoromethyl-phenyl)-acetamide (444-93-9)

Guidance literature:

chloral hydrate; With sodium sulfate; In water; at 40 ℃;

2-(trifluoromethyl)benzenamine; With hydrogenchloride; hydroxylamine hydrochloride; In water; for 8h; Reflux;

DOI:10.1016/j.cclet.2017.01.019

upstream raw materials:

chloral hydrate

2-(trifluoromethyl)benzenamine

chloral

2-chloro-N-[2-(trifluoromethyl)phenyl]acetamide

Downstream raw materials:

7-trifluoromethylisatin

4-(trifluoromethyl)-1,3-dihydro-2H-benzo[d]imidazol-2-one

2-chloro-4-(trifluoromethyl)-1H-benzo[d]imidazole

2-amino-3-(trifluoromethyl)benzoic acid

Refernces

• 1、 Mantrov,Lapina, Yu. M.,Shukhtina. "New Synthesis of 2-Oxoalkanamide Oximes". . p. 540 - 545. Retrieved 2019/06/05.
• 2、 Myrianthopoulos, Vassilios,Kritsanida, Marina,Gaboriaud-Kolar, Nicolas,Magiatis, Prokopios,Ferandin, Yoan,Durieu, Emilie,Lozach, Olivier,Cappel, Daniel,Soundararajan, Meera,Filippakopoulos, Panagis,Sherman, Woody,Knapp, Stefan,Meijer, Laurent,Mikros, Emmanuel,Skaltsounis, Alexios-Leandros. "Novel inverse binding mode of indirubin derivatives yields improved selectivity for DYRK kinases". supporting information. p. 22 - 26. Retrieved 2013/03/13.