Category: 73217-11-5

Stefancich, Giorgio published the artcileResearch on nitrogen heterocyclic compounds. XII. Synthesis of 5H-pyrrolo[1,2-b][2]benzazepine derivatives, Application of 2-(2-(Bromomethyl)phenyl)acetonitrile, the main research area is pyrrolobenzazepine; carboxymethylbenzylpyrrole preparation cyclization; chloromethylbenzylpyrrolecarboxaldehyde cyclization.

Several routes to the unknown 5H-pyrrolo[1,2-b][2]benzazepine ring system have been explored. 1-(2-Cyanobenzyl)pyrrole was useful as starting material for 1-(2-carboxymethylbenzyl)pyrrole and 1-(2-chloromethylbenzyl)-2-pyrrolecarboxaldehyde. Polyphosphoric acid-catalyzed intramol. cyclization of the former substance and treatment of the latter compound with KCN led to 11-oxo-10,11-dihydo-5H-pyrrolo[1,2-b][2]benzazepine and to 10-cyano-5H-pyrrolo[1,2-b][2]benzazepine, resp., which were converted to the parent nucleus 5H-pyrrolo[1,2-b][2]benzazepine and its 10,11-dihydro- and 1,2,3,10,11,11a-hexahydro derivatives

Journal of Heterocyclic Chemistry published new progress about Cyclization. 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Application of 2-(2-(Bromomethyl)phenyl)acetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Stefancich, Giorgio published the artcileResearch on nitrogen heterocyclic compounds. XII. Synthesis of 5H-pyrrolo[1,2-b][2]benzazepine derivatives, Application of 2-(2-(Bromomethyl)phenyl)acetonitrile, the main research area is pyrrolobenzazepine; carboxymethylbenzylpyrrole preparation cyclization; chloromethylbenzylpyrrolecarboxaldehyde cyclization.

Several routes to the unknown 5H-pyrrolo[1,2-b][2]benzazepine ring system have been explored. 1-(2-Cyanobenzyl)pyrrole was useful as starting material for 1-(2-carboxymethylbenzyl)pyrrole and 1-(2-chloromethylbenzyl)-2-pyrrolecarboxaldehyde. Polyphosphoric acid-catalyzed intramol. cyclization of the former substance and treatment of the latter compound with KCN led to 11-oxo-10,11-dihydo-5H-pyrrolo[1,2-b][2]benzazepine and to 10-cyano-5H-pyrrolo[1,2-b][2]benzazepine, resp., which were converted to the parent nucleus 5H-pyrrolo[1,2-b][2]benzazepine and its 10,11-dihydro- and 1,2,3,10,11,11a-hexahydro derivatives

Journal of Heterocyclic Chemistry published new progress about Cyclization. 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Application of 2-(2-(Bromomethyl)phenyl)acetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potikha, L. M. published the artcileCondensed isoquinolines. 22. Synthesis and properties of 6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-ones, Quality Control of 73217-11-5, the main research area is haloanthranilic acid heterocyclization bromomethylphenylacetonitrile; isoquinolinium bromide halophenyl preparation heterocyclization; isoquinoquinazolinone derivative preparation rearrangement.

The reaction of 3-haloanthranilic acids with [o-(bromomethyl)phenyl]acetonitrile gave 2-(2-carboxy-6-halophenyl)-1,4-dihydro-3(2H)-isoquinolinium bromides. (2-Chlorophenyl)isoquinolinium bromides are readily converted to 4-R-6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-ones, e.g., I, by heating >145°, but (2,4-dibromophenyl)isoquinolinium bromide only on fusing with anthranilic acid. The effect of the nature and position of substituents in the quinazoline fragment of 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones, e.g., II, on the rate of rearrangement to 6,11-dihydro-13H-isoquino[3,2-b]quinazol-13-ones has been studied. The oxidation and borohydride reduction of 6,11-dihydro-13H-isoquino[3,2-b]quinazol-13-ones has been studied.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about Heterocyclization. 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Quality Control of 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Becker, Peter published the artcileDesigning Homogeneous Bromine Redox Catalysis for Selective Aliphatic C-H Bond Functionalization, HPLC of Formula: 73217-11-5, the main research area is sulfonamide bromine mCPBA light oxidation intramol amination catalyst; pyrrolidine sulfonyl preparation; oxaziridine sulfonyl preparation; C−H functionalization; Hofmann-Löffler reaction; amination; bromine; catalysis.

The potential of homogeneous oxidation catalysis employing bromine has remained largely unexplored. We herein show that the combination of a tetraalkylammonium bromide and meta-chloroperbenzoic acid offers a unique catalyst system for the convenient and selective oxidation of saturated C(sp3)-H bonds upon photochem. initiation with day light. This approach enables remote, intramol., position-selective C-H amination as demonstrated for 20 different examples. For the first time, an N-halogenated intermediate was isolated as the active catalyst state in a catalytic Hofmann-Loffler reaction. In addition, an expeditious one-pot synthesis of N-sulfonyl oxaziridines from N-sulfonamides was developed and exemplified for 15 transformations. These pioneering examples provide a change in paradigm for mol. catalysis with bromine.

Angewandte Chemie, International Edition published new progress about Amination (intramol.). 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, HPLC of Formula: 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kisel, V. M. published the artcileCondensed isoquinolines. 15. Synthesis of 5,10-dihydro[1,2,4]triazolo[1,5-b]isoquinolines and related spiranes, Category: nitriles-buliding-blocks, the main research area is triazoloisoquinoline synthesis cyclocondensation reaction.

Condensation of o-bromomethylphenylacetonitrile with arylcarbohydrazides gave, depending on the reaction conditions, gave 2-aryl-5,10-dihydro[1,2,4]triazolo[1,5-b]isoquinolines I (R1 = R2 = H; R1 = H, R2 = 3-Br; R1 = OH, R2 = H; R1 = OH, R2 = 5-Br) or 2-arylcarboxamido-1,4-dihydroisoquinoline-3(2H)-imine hydrobromides II (R1 = R2 = H; R1 = H, R2 = 3-Br; R1 = OH, R2 = H; R1 = OH, R2 = 5-Br; R1 = OAc, R2 = H). Analogous condensation of 4-(2-bromomethylphenyl)tetrahydro-2H-pyran-4-carbonitrile and 1-(2-bromomethylphenyl)-1-cyclopentanecarbonitrile with arylcarbohydrazides gave resp. 2-aryl-2,3,5,6-tetrahydrospiro-4H-pyran-4,10′(5’H)-[1,2,4]triazolo[1,5-b]isoquinolines III (X = O, Y = CH2; R1 = R2 = H; R1 = H, R2 = 3-Br; R1 = OH, R2 = H; R1 = OH, R2 = 5-Br) and 2-arylspiro[1,2,4]triazolo[1,5,b]isoquinoline-10(5’H)-1′-cyclopentanes III (X = bond, Y = CH2; R1 = R2 = H; R1 = H, R2 = 3-Br; R1 = OH, R2 = H; R1 = OH, R2 = 5-Br), derivatives of new spirane heterocycles. The reaction with condensing agents of 3-imino-2,2′,3,3’5′,6′-hexahydrospiro[isoquinoline-4(1H),4′-4H-pyran]-2-amine hydrobromide IV (X = O, Y = CH2) and 3-imino-2,3-dihydrospiro-[isoquinoline-4(1H),1′-cyclopentane]-2-amine hydrobromide IV (X = bond, Y = CH2) synthesized from the corresponding bromo nitriles and hydrazine, may serve as an alternative route for the synthesis of these compounds The structure of obtained triazoloisoquinolines was established from IR, 1H and 13C NMR spectra. An X-ray crystallog. study of 2-phenylspiro[1,2,4]triazolo[1,5-b] isoquinoline-10(5H),1′-cyclopentane was carried out.

Chemistry of Heterocyclic Compounds published new progress about Cyclocondensation reaction. 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potikha, L. M. published the artcileCondensed isoquinolines. 23. Reaction of [o-(bromomethyl)phenyl]acetonitrile with anthranilic acids: synthesis of 6H,12H,17H-dibenzo[3,4:6,7][1,8]naphthyridino[1,8-ab]quinazoline-6,17-diones, Application In Synthesis of 73217-11-5, the main research area is anthranilic acid cyclocondensation bromomethylbenzeneacetonitrile; isoquinoquinazolinone derivative preparation; dibenzonaphthyridinoquinazolinedione derivative preparation.

The direction of the reaction of anthranilic acids with [o-(bromomethyl)phenyl]acetonitrile upon fusion depends on the temperature and nature of the substituent in the anthranilic acid. The reaction may lead to three types of products: derivatives of 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones below 150° and to 6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-ones, e.g., I, or 6H,12H,17H-dibenzo[3,4:6,7][1,8]naphthyridino[1,8-ab]quinazoline-6,17 -diones (II; R1 = H, Cl; R2 = H, Br, Cl) above 150° depending on the nature of the substituent in the anthranilic acid. A study was carried out on the mechanism for the formation of 6H,12H,17H-dibenzo[3,4:6,7][1,8]naphthyridino[1,8-ab]quinazoline-6,17 -diones, which permitted the preparation of 6-(4-methylphenyl)-6,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-one (III).

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about Cyclocondensation reaction. 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Application In Synthesis of 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potikha, L. M. published the artcileCondensed isoquinolines. Part 29. Oxidation reactions of 5-aryl-7,12-dihydroisoquino[2,3-a]quinazolinium salts, SDS of cas: 73217-11-5, the main research area is hydroisoquinoquinazolinium oxidation oxidative autocoupling; isoquinoquinazoline preparation.

5-Aryl-7,12-dihydroisoquino[2,3-a]quinazolinium perchlorates are readily oxidized by atm. O to form oxidative coupling products, 5,5′-bis(aryl)-3,3′-dihalo[7,7′]bi[isoquino[2,3-a]quinazoline]-13,13′-diylium perchlorates. Heating of 3-chloro-5-phenyl-7,12-dihydroisoquino[2,3-a]quinazolinium perchlorate in PhNO2 gives 3-chloro-5-phenylisoquino[2,3-a]quinazolin-13-ium perchlorate. The aromatic 5-arylisoquino[2,3-a]quinazolines obtained react with nucleophilic reagents to form addition products at C(12).

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about Homo-coupling reaction (oxidative). 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, SDS of cas: 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Labbe, Gerrit published the artcileSynthesis of fused dihydro-1,2,4-thiadiazolimines from cyano-substituted azides and acyl isothiocyanates, Application In Synthesis of 73217-11-5, the main research area is fused hydrothiadiazolimine; cyano substituted azide cycloaddition acyl isothiocyanate; mechanism cycloaddition acyl isothiocyanate.

Organic azides, bearing a nitrile function at the γ- or δ-position, react with acyl isothiocyanates to give fused dihydro-1,2,4-thiadiazolimines. Representative examples are given. In the case of 2-NCC6H4CH2N3 and BzNCS, the formation of I is accompanied by two side products, II and III. Mechanisms are presented to explain the formation of the products.

Journal of the Chemical Society, Perkin Transactions 10: Organic and Bio-Organic Chemistry published new progress about Azides Role: RCT (Reactant), RACT (Reactant or Reagent). 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Application In Synthesis of 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potikha, L. M. published the artcileCondensed isoquinolines. Part 21. Condensation of o-bromomethylphenylacetonitrile with substituted anthranilic acids, Recommanded Product: 2-(2-(Bromomethyl)phenyl)acetonitrile, the main research area is bromomethylbenzeneacetonitrile anthranilate cyclocondensation; isoquinoquinazolinone hydro preparation tautomerism.

The reaction of substituted anthranilic acids and esters with ortho-bromomethylphenylacetonitrile gives 2,3-disubstituted 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-one hydrobromides. It was found that 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones can exist in the two tautomeric imine and enamine forms. The tautomeric equilibrium position depends on the nature and position of the substituent in the quinazoline fragment. The borohydride reduction, oxidation, and reaction of the 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones with electrophilic reagents was studied.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about Aromatic amino acids Role: RCT (Reactant), RACT (Reactant or Reagent). 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Recommanded Product: 2-(2-(Bromomethyl)phenyl)acetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potikha, L. M. published the artcileRearrangement of benzyl derivatives of condensed 3-aminoisoquinolinones, Quality Control of 73217-11-5, the main research area is benzophenathridine preparation; isoquinoIinenone isoquinazolinone phenylacetonitrile rearrangement.

A new method for contructing the benzo[b]phenathridine system is proposed. Melting of benzimidazo[1,2-b]isoquinoline-11(5H)-one or 5,13-dihydro-11H-isoquino[3,2-b]quinazolin-11-one with [2-(bromomethyl)phenyl]acetonitrile leads to the formation of C-benzylation products, which is accompanied by intramol. acylation over the β-Carbon of the enamine fragment of the mols. Heating the fusion product in the presence of an acid provokes splitting of the isoquinoline ring and rearrangement to the 12,12a-dihydrobenzo[b]phenanthridine-5(6H)-one derivatives The features of the spatial structure of reaction products and their chem. behavior are considered.

Ukrainskii Khimicheskii Zhurnal (Russian Edition) published new progress about Phenanthridines Role: SPN (Synthetic Preparation), PREP (Preparation) (benzo). 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Quality Control of 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts