Category: 13544-06-4

Kalir, Asher; Pelah, Zvi published an article in 1966, the title of the article was 6-Trifluoromethylindole.Related Products of 13544-06-4 And the article contains the following content:

4-Trifluoromethylchlorobenzene was treated with HNO3-H2SO4 at 60-5° for 30 min. and the resulting 2-nitro-4-trifluoromethylchlorobenzene was heated with NCCHNaCO2Et at 110-20° for 3 hrs. to give ethyl α-cyano-2-nitro-4-trifluoromethylphenylacetate. This compound was refluxed 12 hrs. with AcOH and H2SO4 until no more CO2 was evolved. The resulting 2-nitro-4-trifluoromethylbenzyl cyanide was purified by distillation (b.p. 134-8°) and reduced by H in the presence of Pd catalyst to give the title compound, b.p. 109-10°. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Related Products of 13544-06-4

2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas:13544-06-4) belongs to nitriles. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Related Products of 13544-06-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On March 15, 2019, Yeh, Li-Hsuan; Wang, Hung-Kai; Pallikonda, Gangaram; Ciou, Yu-Lun; Hsieh, Jen-Chieh published an article.Quality Control of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile The title of the article was Palladium-Catalyzed Dual Annulation: A Method for the Synthesis of Norneocryptolepine. And the article contained the following:

A novel procedure for the Pd-catalyzed dual annulation reaction of I and derivatives to synthesize the norneocryptolepine derivatives involving the concerted construction of two central heterocycles is reported. The further methylation of norneocryptolepine (II) to afford its alkaloid analog neocryptolepine implies that synthesis of various neocryptolepine derivatives is feasible. The oxidative addition of Pd(0) is indicated as the key step to activate the intramol. addition of nitrile according to the mechanism study. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Quality Control of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

The Article related to norneocryptolepine synthesis dual annulation, Alkaloids: Alkaloids Containing Two Nitrogen Atoms and other aspects.Quality Control of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On August 18, 2005, Buchstaller, Hans-Peter; Burgdorf, Lars; Stieber, Frank; Amendt, Christiane; Grell, Matthias; Sirrenberg, Christian; Zenke, Frank published a patent.COA of Formula: C9H5F3N2O2 The title of the patent was Preparation of 1,3-diarylureas as inhibitors of raf and other kinases useful against cancer and other diseases. And the patent contained the following:

The present invention relates to bisarylurea derivatives (shown as I; variables defined below; e.g. 4-[4-[3-[4-chloro-5-methyl-2-(2-methylaminoethoxy)phenyl]ureido]phenoxy]pyridine-2-carboxylic acid methylamide (shown as II)), their use as inhibitors of raf-kinase (no data) and for the manufacture of a pharmaceutical composition and a method of treatment, comprising administering said pharmaceutical composition to a patient. Methods of preparation are claimed and >100 example preparations are included. For example, 1-[2-[2-[(tert-butoxycarbonyl)(methyl)amino]ethoxy]-5-(trifluoromethyl)phenyl]-3-[4-[[2-(methylcarbamoyl)pyridin-4-yl]oxy]phenyl]urea was prepared (87 %) by reacting tert-Bu [2-[2-amino-4-(trifluoromethyl)phenoxy]ethyl](methyl)carbamate (preparation given) with p-nitrophenyl chloroformate followed by N-methyl-4-(4-aminophenoxy)pyridine-2-carboxamide (preparation given) and DIPEA; deprotection gave 86 % 1-[2-[2-(methylamino)ethoxy]-5-(trifluoromethyl)phenyl]-3-[4-[[2-(methylcarbamoyl)pyridin-4-yl]oxy]phenyl]urea. For I: Ar1, Ar2 = aromatic hydrocarbons containing 6 to 14 C atoms and ethylenic unsaturated or aromatic heterocyclic residues containing 3 to 10 C atoms and one or two heteroatoms, = N, O and S; E, G, M, Q and U = C and N atoms, with the proviso that ≥1 of E, G, M, Q and U are C atoms and that X is bonded to a C atom. R7 = Het, OHet, N(R11)Het, (CR5R6)kHet, et al. or R7 = -SO2-CR8:CR8-, wherein both valencies are bound vicinally to Ar1; R8, R9 and R10 = H, A, cycloalkyl comprising 3 to 7 C atoms, Hal, et al.; Y = O, S, NR21, C(R22)-NO2, C(R22)-CN and C(CN)2; g = 1-3, preferably 1 or 2, p, r = 0-5; q = 0-4, preferably 0, 1 or 2; addnl. details are given in the claims. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).COA of Formula: C9H5F3N2O2

The Article related to aryl urea preparation raf kinase inhibitor antitumor agent, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.COA of Formula: C9H5F3N2O2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On March 2, 2016, Bujok, Robert; Wrobel, Zbigniew; Wojciechowski, Krzysztof published an article.Reference of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile The title of the article was Simple synthesis of 4-cyanoquinoline N-oxides. And the article contained the following:

4-Cyanoquinoline-N-oxides I (X = H, Cl, CF3, CN; Y = H, Cl, I, F, CF3, Ph, SPh, SMe; Z = H, Br) were obtained in the reactions of 2-nitrobenzyl cyanide carbanions with acrylonitrile. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Reference of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

The Article related to nitrobenzyl cyanide acrylonitrile base, cyanoquinoline oxide preparation, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.Reference of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On January 17, 2022, Li, Chao; Wang, He; Liu, Lu; Sun, Ran; Wang, Xin; Zhou, Ming-Dong; Li, Lei published an article.COA of Formula: C9H5F3N2O2 The title of the article was Base-Catalyzed Intramolecular Self-Cyclization of o-Alkenylaryl Isocyanides: Access to 4-Cyano-3-arylquinolines. And the article contained the following:

A novel base-catalyzed intramol. self-cyclization reaction of o-alkenylaryl isocyanides [2-N+C–C6H3(R)-C(CN)(=CHR1)] (R = H, 3-Cl, 4-F, 5-Me, etc.; R1 = Ph, 4-chlorophenyl, 3,4-dimethylphenyl, 2-naphthyl, thiophen-2-yl, etc.) has been successfully developed. This reaction provides a general, efficient and atom-economic method to access 4-cyano-3-arylquinolines I (R2 = H, 8-Cl, 7-F, 6-Me, etc.) with broad scope of substrates and excellent functional group compatibilities. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).COA of Formula: C9H5F3N2O2

The Article related to aryl quinoline preparation, alkenylaryl isocyanide tandem heterocyclization cesium carbonate catalyst, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.COA of Formula: C9H5F3N2O2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Lu; Li, Lei; Mao, Shukuan; Wang, Xin; Zhou, Ming-Dong; Zhao, Yu-long; Wang, He published an article in 2020, the title of the article was Synthesis of pyrazolo[1,5-c]quinazoline derivatives through the copper-catalyzed domino reaction of o-alkenyl aromatic isocyanides with diazo compounds.Electric Literature of 13544-06-4 And the article contains the following content:

A novel copper-catalyzed domino reaction between o-alkenyl aromatic isocyanides and diazo compounds was developed under mild reaction conditions. Various o-alkenyl aromatic isocyanides were prepared from readily available reactants. The reaction provided a general and efficient method for synthesis of pyrazolo[1,5-c]quinazolines I [R1 = cyclohexyl, 2-thienyl, 2-naphthyl, etc.; R2 = H, 8-MeO, 7-Cl, etc.; R3 = OEt, OBn, 4-ClC6H4, etc.] by the formation of two rings and three new bonds in a single step from readily available acyclic starting materials. A mechanism involving a tandem (3+2) cyclization/elimination/intramol. aza-addition sequence was proposed. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Electric Literature of 13544-06-4

The Article related to pyrazoloquinazoline preparation, ortho alkenyl aryl isocyanide diazo compound tandem copper catalyst, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Electric Literature of 13544-06-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On December 31, 1985, Makosza, Mieczyslaw; Wenall, Maria; Golinski, Miroslaw; Kinowski, Andrzej published an article.Application of 13544-06-4 The title of the article was Reactions of organic anions. Part 130. Specific ortho-cyanomethylation of nitroarenes via the vicarious nucleophilic substitution of hydrogen. And the article contained the following:

The reactions of 3-RC6H4NO2 (I, R = MeO, CF3, NO2, MeSO2 halo, cyano) with ClCH2CN (II), PhOCH2CN, and Me2NCS2CH2CN yielded products substituted ortho to the NO2 group. Ortho substitution also resulted in the reactions of II with o- and p-substituted nitrobenzenes. Thus, II and I (R = 2-Cl) in THF containing Me3COK at -10° to -20° gave 10% 2,3-O2N(Cl)C6H3CH2CN. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Application of 13544-06-4

The Article related to cyanomethylation nitroarene regiochem, nucleophile substitution nitroarene regiochem, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Nitro and Nitroso Compounds and other aspects.Application of 13544-06-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On December 4, 1997, Mitchell, Glynn; Smith, Stephen Christopher published a patent.Application of 13544-06-4 The title of the patent was Preparation of 1-aminoacetylindolines and analogs as herbicides. And the patent contained the following:

RC(:W1)CR1R2YC(:W2)ZR3 [I; R = (un)substituted indolino; R1,R2 = H or alkyl; R3 = H or (halo)aliphatyl, etc.; W1,W2 = O or S; Y = O or NR4; R4 = H, alkoxy, aliphatyl; Z = NR5 or CR6R7; R5-R7 = H or aliphatyl; R4R5 = CH2CH2, CH:CH, COCO, CH2CO; R6R7 = atoms to complete a carbocyclic ring] were prepared Thus, (EtO2CCH2)2NH was N-acylated by Me3CNCO and the product cyclized to give, after saponification, 2,4-dioxo-3-tert-butylimidazolidine-1-acetic acid which was chloridnated and the product amidated by 6-chloroindoline to give title compound II. Data for biol. activity of I were given. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Application of 13544-06-4

The Article related to aminoacetylindoline preparation herbicide, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application of 13544-06-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On February 28, 2001, Belley, Michel; Scheigetz, John; Dube, Pascal; Dolman, Sarah published an article.Quality Control of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile The title of the article was Synthesis of N-aminoindole ureas from ethyl 1-amino-6-(trifluoromethyl)-1H-indole-3-carboxylate. And the article contained the following:

Two routes to the synthesis of Et 6-(trifluoromethyl)-1H-indole-3-carboxylate are described. N-Amination of this key intermediate with O-(diphenylphosphinyl)hydroxylamine and subsequent reactions with aryl isocyanates, using pyridine as solvent, gave 1-indolylureas in good yields. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Quality Control of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

The Article related to indolylurea preparation, indolecarboxylate preparation isocyanate addition, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Quality Control of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On November 4, 2016, Choi, Isaac; Chung, Hyunho; Park, Jang Won; Chung, Young Keun published an article.SDS of cas: 13544-06-4 The title of the article was Active and Recyclable Catalytic Synthesis of Indoles by Reductive Cyclization of 2-(2-Nitroaryl)acetonitriles in the Presence of Co-Rh Heterobimetallic Nanoparticles with Atmospheric Hydrogen under Mild Conditions. And the article contained the following:

A cobalt-rhodium heterobimetallic nanoparticle-catalyzed reductive cyclization of 2-(2-nitroaryl)acetonitriles to indoles has been achieved. The tandem reaction proceeds without any additives under the mild conditions (1 atm H2 and 25 °C). This procedure could be scaled up to the gram scale. The catalytic system is significantly stable under these reaction conditions and could be reused more than ten times without loss of catalytic activity. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).SDS of cas: 13544-06-4

The Article related to indole synthesis reductive cyclization nitroarylacetonitrile cobalt rhodium nanoparticle catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.SDS of cas: 13544-06-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts