Category: 354-38-1

354-38-1, A common compound: 354-38-1, name is 2,2,2-Trifluoroacetamide, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

General procedure: The enynones (2) (0.50 mmol), trifluoroacetamide (1) (100 mg, 0.88 mmol), RuCl2(bpy)3 (9.6 mg, 0.015 mmol, 0.030 equiv), Na2CO3 (53 mg, 0.50 mmol, 1.0 equiv), and 1,2-dichloromethane (5.0 mL) were added to a reaction tube equipped with a stir bar. The tube was then exposed to blue LEDs irradiation at room temperature in air with stirring for 8 h. After the reaction was completed, the reaction mixture was extracted with 1,2-dichloromethane (30 mL),and washed with water (30 mL). The organic phase was dried with MgSO4 and evaporated in vacuo after filtration. The resulting residue was purified by column chromatography on silica gel to give the desired products 3.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2,2,2-Trifluoroacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Taotao; Wu, Wei; Weng, Zhiqiang; Tetrahedron; vol. 75; 51; (2019);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

354-38-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 354-38-1 as follows.

2-Methyl-2-(methylsulfinyl)propanenitrile (Int-3, 9.8 g, 74.7 mmol) was dissolved in dichloromethane (390 mL) at 0-5C (ice bath) and 2,2,2-trifluoroacetamide (17.0 g, 151 mmol), magnesium oxide (12.7 g, 307 mmol) and rhodium(II) acetate dimer (850 mg, 1.92 mmol) were added subsequently. Finally, a solution of iodobenzene diacetate (36.3 g, 113 mmol) in dichloromethane (98.0 mL) was added and the mixture was stirred for 1 h at 0-5C, followed by 6 h at room temperature. Then, a second portion of rhodium(II) acetate dimer (850 mg, 1.92 mmol) was added and the suspension stirred for additional 95 h at room temperature. The reaction mixture was filtered, the residue was washed with dichloromethane (100 mL) and the combined filtrate was concentrated in vacuo to afford a dark oil as crude product. After column chromatography (silica gel, 100 g, eluting with ethyl acetate / n-heptane, gradient 10:90 to 50:50) and drying in vacuo (50C, 5 mbar) the title compound was isolated as a light yellow oil, that solidified upon standing (13.74 g, 76%). HPLC (method LCMS_fglm) tR = 0.97 min. 1H NMR (CDC13, 400 MHz): delta 1.91 (s, 3 H), 1.91 (s, 3 H), 3.65 (s, 3 H). MS (ES-) m/z 241.1 [M-H] ,

According to the analysis of related databases, 2,2,2-Trifluoroacetamide, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; CUENI, Philipp; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; KUGLSTATTER, Andreas; OBST SANDER, Ulrike; PETERS, Jens-Uwe; ROGERS-EVANS, Mark; VIFIAN, Walter; WOLTERING, Thomas; (231 pag.)WO2016/55496; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

354-38-1,Some common heterocyclic compound, 354-38-1, name is 2,2,2-Trifluoroacetamide, molecular formula is C2H2F3NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirred suspension of 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[2-(methylsulfnyl)ethyl]-l-naphthalenecarboxamide (i.e. the title product of Step B) (180 mg), 2,2,2-trifiuoroacetamide (75 mg), MgO (53 mg), and Rh2(OAc)4 (4 mg) in dichloromethane (4 mL) was added PhI(OAc)2 (160 mg) at room temperature. The resulting mixture was stirred for 5 h at room temperature, then filtered through a short pad of Celite diatomaceous filter aid, and rinsed with ethyl acetate. The filtrate was concentrated, and the residue was purified by column chromatography on silica gel using hexanes/ethyl acetate (3:7 to 1 :9) as eluent to afford the title compound, a compound of the present invention, as yellow oil (100 mg, 46% yield). 1H NMR (CDCl3) delta 8.80 (d, IH), 8.26 (d, IH), 7.42-7.65 (m, 7H), 6.99 (br t, IH), 4.24 (d, IH), 4.11 (m, 2H), 3.89 (d, IH), 3.82 (m, 2H), 3.48 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,2,2-Trifluoroacetamide, its application will become more common.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WO2008/154528; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

354-38-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 354-38-1, name is 2,2,2-Trifluoroacetamide, This compound has unique chemical properties. The synthetic route is as follows.

Prepared from Intermediate 5 by a method analogous to that reported by Bolm et ah, Organic Letters, 2004, 6(8), 1305-1307, using trifluoroacetamide and (diacetoxy- iodo)benzene in the presence of dirhodium tetraacetate. 5H (500 MHz, CDCI3) 8.79 (d, J 1.4 Hz, IH), 8.22-8.19 (m, IH), 8.18 (dd, J8.4, 2.0 Hz, IH), 3.56 (s, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; UCB BIOPHARMA SPRL; CHOVATIA, Prafulkumar Tulshibhai; HUTCHINGS, Martin Clive; KROEPLIEN, Boris; REUBERSON, James Thomas; (102 pag.)WO2016/198401; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics