Category: 13544-06-4

On August 6, 2021, Liu, Lu; Li, Lei; Wang, Xin; Sun, Ran; Zhou, Ming-Dong; Wang, He published an article.Reference of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile The title of the article was Mn(III)-Mediated Radical Cyclization of o-Alkenyl Aromatic Isocyanides with Boronic Acids: Access to N-Unprotected 2-Aryl-3-cyanoindoles. And the article contained the following:

The synthesis of N-unprotected 2-aryl-3-cyanoindoles was realized via the Mn(III)-mediated radical cascade cyclization of o-alkenyl aromatic isocyanides with boronic acids. A possible mechanism involving a sequential intermol. radical addition, intramol. cyclization, and cleavage of the C-C bond under mild reaction conditions is proposed. Mechanism studies show that H2O or O2 might provide the oxygen source for the elimination of benzaldehyde. 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 aryl cyanoindole preparation regioselective, alkenyl aromatic isocyanide boronic acid radical addition cyclization, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Reference of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Belley, Michel; Sauer, Effiette; Beaudoin, Daniel; Duspara, Petar; Trimble, Laird A.; Dube, Pascal published an article in 2006, the title of the article was Synthesis and reactivity of N-hydroxy-2-aminoindoles.Reference of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile And the article contains the following content:

Catalytic hydrogenation of (2-nitrophenyl)acetonitriles I (R1 = H, Cl, F, F3C, MeO, MeSO2, MeCONH; R2 = EtO2C, CN, MeSO2, PhSO2) bearing an electron-withdrawing substituent α to the nitrile, using Pd/C and (Ph3P)4Pd, affords N-hydroxy-2-aminoindoles II in good to excellent yields. (Ph3P)4Pd decreases the reduction rate of the intermediate hydroxylamine and acts as a catalyst during the cyclization onto the nitrile. 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 acetonitrile nitrophenyl hydrogenation palladium catalyst, indole hydroxy amino preparation alkylation reduction acylation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Reference of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On February 1, 2007, Brooks, Carl; Cleary, Pamela A.; Goodman, Krista B.; Peace, Simon; Philp, Joanne; Sehon, Clark A.; Smethurst, Christian; Watson, Stephen Paul published a patent.Electric Literature of 13544-06-4 The title of the patent was Preparation of azolylmethylbenzenesulfonamides as CCR2 chemokine receptor antagonists.. And the patent contained the following:

Title compounds [I; R1 = (substituted) aryl, thienyl, benzothienyl, imidazolyl, pyridyl, isoquinolinyl, piperonyl, benxoxathiadiazolyl, benzodiazolyl; m = 1-3; R2 = halo, cyano, OCF3, CF3; R3 = (substituted) heteroaryl, heterocycloalkyl], were prepared as CCR2 chemokine receptor antagonists (no data). Thus, [5-chloro-2-(1H-1,2,3-triazol-1-ylmethyl)phenyl]amine (preparation given) in pyridine was treated with 4-dimethylaminopyridine and 3,4-dichlorobenzoyl chloride followed by heating of the mixture at 90掳 for 4 h to give 3,4-dichloro-N-[5-chloro-2-(1H-1,2,3-triazol-1-ylmethyl)phenyl]benzenesulfonamide. 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 azolylmethylbenzenesulfonamide preparation ccr2 chemokine receptor antagonist, benzenesulfonamide azolylmethyl preparation ccr2 chemokine receptor antagonist, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Electric Literature of 13544-06-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On October 1, 2010, Stazi, Federica; Maton, William; Castoldi, Damiano; Westerduin, Pieter; Curcuruto, Ornella; Bacchi, Sergio published an article.Application In Synthesis of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile The title of the article was Efficient methods for the synthesis of arylacetonitriles. And the article contained the following:

Various approaches to [2-fluoro-4-(trifluoromethyl)phenyl]acetonitrile were investigated. Two of these methods were selected and applied to a variety of electron-deficient substrates, thereby expanding the scopes of the procedures. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Application In Synthesis of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

The Article related to arylacetonitrile preparation, acetonitrile aryl preparation, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Nitriles, Isonitriles, and Acyl Cyanides and other aspects.Application In Synthesis of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Hung-Kai; Chio, Yu-Lun; Pallikonda, Gangaram; Wu, Hsyueh-Liang; Su, Haw-Lih; Hsieh, Jen-Chieh published an article in 2020, the title of the article was Copper-catalyzed dual cyclization for the synthesis of quinindolines.Category: nitriles-buliding-blocks And the article contains the following content:

A synthetic approach to quinindoline derivatives I (R = H, F, CF3, OMe, ; R1 = H, F, Me, OMe, NMe2; R2 = H, F, CF3, OMe; R3 = H, F, Cl, Me, NMe2, N(n-C4H9)2, OMe; R4 = H; RR1 = R2R3 = -OCH2O-; R3R4 = -CH:CH-CH:CH-) by the Cu-catalyzed dual cyclization has been developed. This catalytic reaction is a practical method for the systematic synthesis of quinindoline core structure I, which contains a limited-step synthetic strategy and can tolerant a wide variety of substituents. In addition, the mechanistic study reveals that the reaction initiates from a Lewis acid accelerated addition of aniline to nitrile and provides the indole substructure, and then the subsequent Cu-catalyzed C-N coupling reaction furnishes the quinoline subunit and affords the quinindoline structure I. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Category: nitriles-buliding-blocks

The Article related to quinindoline preparation, anilino bromophenyl acrylonitrile dual cyclization copper catalyst, n-heterocycle, copper-catalyzed, cyclization, natural alkaloid, quinindoline and other aspects.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On November 20, 1996, Bernasconi, Claude F.; Wenzel, Philip J. published an article.Synthetic Route of 13544-06-4 The title of the article was Kinetics of Proton Transfer from 2-Nitro-4-X-phenylacetonitriles to Piperidine and Morpholine in Aqueous Me2SO. Solvent and Substituent Effects on Intrinsic Rate Constants. Transition State Imbalances. And the article contained the following:

Rate constants (k1B) for the deprotonation of 2-nitro-4-X-phenylacetonitrile, 2-X (X = NO2, SO2CH3, CN, CF3, Br, and Cl) by piperidine and morpholine and for the reverse reaction (k-1BH) have been determined in 90% Me2SO-10% water, 50% Me2SO-50% water, and water (X = NO2, SO2CH3, CN only). Broensted 尾B values (dlog k1B/dpKaBH), Broensted 伪CH values (dlog k1B/dlog KaCH), and intrinsic rate constants (log ko = log(k1/q) for pKaBH – pKaCH + log(p/q) = 0) were calculated from these data. 伪CH Is smaller than 尾B, implying an imbalance which is consistent with a transition state in which delocalization of the neg. charge into the 2-nitrophenyl moiety lags behind proton transfer. A consequence of this imbalance is that the intrinsic rate constant decreases with increasing electron withdrawing strength of X. For 蟺-acceptor substituents (NO2, SO2CH3, CN) there is a further decrease in ko due to a lag in the delocalization of the charge into X. The intrinsic rate constants depend very little on the Me2SO content of the solvent which is shown to be the result of compensation of mainly two competing factors. One is the stabilization of the polarizable transition state by the polarizable Me2SO which increases ko; the other is attributed to a lag in the solvation of the developing carbanion behind proton transfer at the transition state which leads to a decrease in ko. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Synthetic Route of 13544-06-4

The Article related to deprotonation nitrophenylacetonitrile piperidine kinetics mechanism, broensted lfer deprotonation nitrophenylacetonitrile, solvent effect deprotonation nitrophenylacetonitrile and other aspects.Synthetic Route of 13544-06-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On February 1, 2007, Brooks, Carl; Cleary, Pamela A.; Goodman, Krista B.; Peace, Simon; Philp, Joanne; Sehon, Clark A.; Smethurst, Christian; Watson, Stephen Paul published a patent.Electric Literature of 13544-06-4 The title of the patent was Preparation of azolylmethylbenzenesulfonamides as CCR2 chemokine receptor antagonists.. And the patent contained the following:

Title compounds [I; R1 = (substituted) aryl, thienyl, benzothienyl, imidazolyl, pyridyl, isoquinolinyl, piperonyl, benxoxathiadiazolyl, benzodiazolyl; m = 1-3; R2 = halo, cyano, OCF3, CF3; R3 = (substituted) heteroaryl, heterocycloalkyl], were prepared as CCR2 chemokine receptor antagonists (no data). Thus, [5-chloro-2-(1H-1,2,3-triazol-1-ylmethyl)phenyl]amine (preparation given) in pyridine was treated with 4-dimethylaminopyridine and 3,4-dichlorobenzoyl chloride followed by heating of the mixture at 90掳 for 4 h to give 3,4-dichloro-N-[5-chloro-2-(1H-1,2,3-triazol-1-ylmethyl)phenyl]benzenesulfonamide. 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 azolylmethylbenzenesulfonamide preparation ccr2 chemokine receptor antagonist, benzenesulfonamide azolylmethyl preparation ccr2 chemokine receptor antagonist, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Electric Literature of 13544-06-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On October 1, 2010, Stazi, Federica; Maton, William; Castoldi, Damiano; Westerduin, Pieter; Curcuruto, Ornella; Bacchi, Sergio published an article.Application In Synthesis of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile The title of the article was Efficient methods for the synthesis of arylacetonitriles. And the article contained the following:

Various approaches to [2-fluoro-4-(trifluoromethyl)phenyl]acetonitrile were investigated. Two of these methods were selected and applied to a variety of electron-deficient substrates, thereby expanding the scopes of the procedures. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Application In Synthesis of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

The Article related to arylacetonitrile preparation, acetonitrile aryl preparation, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Nitriles, Isonitriles, and Acyl Cyanides and other aspects.Application In Synthesis of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Hung-Kai; Chio, Yu-Lun; Pallikonda, Gangaram; Wu, Hsyueh-Liang; Su, Haw-Lih; Hsieh, Jen-Chieh published an article in 2020, the title of the article was Copper-catalyzed dual cyclization for the synthesis of quinindolines.Category: nitriles-buliding-blocks And the article contains the following content:

A synthetic approach to quinindoline derivatives I (R = H, F, CF3, OMe, ; R1 = H, F, Me, OMe, NMe2; R2 = H, F, CF3, OMe; R3 = H, F, Cl, Me, NMe2, N(n-C4H9)2, OMe; R4 = H; RR1 = R2R3 = -OCH2O-; R3R4 = -CH:CH-CH:CH-) by the Cu-catalyzed dual cyclization has been developed. This catalytic reaction is a practical method for the systematic synthesis of quinindoline core structure I, which contains a limited-step synthetic strategy and can tolerant a wide variety of substituents. In addition, the mechanistic study reveals that the reaction initiates from a Lewis acid accelerated addition of aniline to nitrile and provides the indole substructure, and then the subsequent Cu-catalyzed C-N coupling reaction furnishes the quinoline subunit and affords the quinindoline structure I. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Category: nitriles-buliding-blocks

The Article related to quinindoline preparation, anilino bromophenyl acrylonitrile dual cyclization copper catalyst, n-heterocycle, copper-catalyzed, cyclization, natural alkaloid, quinindoline and other aspects.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On November 20, 1996, Bernasconi, Claude F.; Wenzel, Philip J. published an article.Synthetic Route of 13544-06-4 The title of the article was Kinetics of Proton Transfer from 2-Nitro-4-X-phenylacetonitriles to Piperidine and Morpholine in Aqueous Me2SO. Solvent and Substituent Effects on Intrinsic Rate Constants. Transition State Imbalances. And the article contained the following:

Rate constants (k1B) for the deprotonation of 2-nitro-4-X-phenylacetonitrile, 2-X (X = NO2, SO2CH3, CN, CF3, Br, and Cl) by piperidine and morpholine and for the reverse reaction (k-1BH) have been determined in 90% Me2SO-10% water, 50% Me2SO-50% water, and water (X = NO2, SO2CH3, CN only). Broensted 尾B values (dlog k1B/dpKaBH), Broensted 伪CH values (dlog k1B/dlog KaCH), and intrinsic rate constants (log ko = log(k1/q) for pKaBH – pKaCH + log(p/q) = 0) were calculated from these data. 伪CH Is smaller than 尾B, implying an imbalance which is consistent with a transition state in which delocalization of the neg. charge into the 2-nitrophenyl moiety lags behind proton transfer. A consequence of this imbalance is that the intrinsic rate constant decreases with increasing electron withdrawing strength of X. For 蟺-acceptor substituents (NO2, SO2CH3, CN) there is a further decrease in ko due to a lag in the delocalization of the charge into X. The intrinsic rate constants depend very little on the Me2SO content of the solvent which is shown to be the result of compensation of mainly two competing factors. One is the stabilization of the polarizable transition state by the polarizable Me2SO which increases ko; the other is attributed to a lag in the solvation of the developing carbanion behind proton transfer at the transition state which leads to a decrease in ko. The experimental process involved the reaction of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile(cas: 13544-06-4).Synthetic Route of 13544-06-4

The Article related to deprotonation nitrophenylacetonitrile piperidine kinetics mechanism, broensted lfer deprotonation nitrophenylacetonitrile, solvent effect deprotonation nitrophenylacetonitrile and other aspects.Synthetic Route of 13544-06-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts