3646-61-5

Usage

Uses

1. Used in Pharmaceutical Industry:
2,8-Dichloro-6,12-diphenyldibenzo[b,f][1,5]diazocine is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique molecular structure allows it to be a key component in the development of new drugs with potential therapeutic applications.
2. Used in Chemical Research:
2,8-DICHLORO-6,12-DIPHENYLDIBENZO(B,F)(1,5)DIAZOCINE is also utilized in chemical research as a model for studying the properties and reactivity of dibenzo[b,f][1,5]diazocine derivatives. Its synthesis and characterization contribute to the understanding of the chemical behavior of similar compounds and can lead to the discovery of new applications in various fields.
3. Used in Material Science:
2,8-Dichloro-6,12-diphenyldibenzo[b,f][1,5]diazocine may have potential applications in material science, particularly in the development of new materials with specific properties. Its unique structure could be exploited to create materials with enhanced characteristics, such as improved stability, reactivity, or selectivity.

InChI:InChI=1/C26H16Cl2N2/c27-19-11-13-23-21(15-19)25(17-7-3-1-4-8-17)29-24-14-12-20(28)16-22(24)26(30-23)18-9-5-2-6-10-18/h1-16H/b25-21-,26-22-,29-24-,29-25-,30-23-,30-26-

Upstream product

• 719-59-5 5-chloro-2-aminobenzophenone 
• 95-54-5 1,2-diamino-benzene 
• 18928-48-8 5-Chloro-2-isocyanatobenzoyl chloride 
• 71-43-2 benzene 
• 1122-62-9 2-acetylpyridine 
• 350-03-8 methyl-3-pyridylketone 
• 1122-54-9 methyl (4-pyridyl) ketone 
• 103718-97-4 N-<(2-amino-5-chlorophenyl)phenylmethylene>-1,2-benzenediamine 
• 79-11-8 chloroacetic acid 
• 719-64-2 5-chloro-3-phenylanthranil 

Downstream Products

• 10127-72-7 3,8-dichloro-4b,5,9b,10,tetrahydro-4b,9b-diphenylindolo<3,2-b>indole 

Relevant academic research and scientific papers

Regioselective intramolecular annulations of ambident β-enamino esters: A diversity-oriented synthesis of nitrogen-containing privileged molecules

Diversity-oriented, regioselective, intramolecular annulation of β-enamino esters is described under solvent-free, calcium-catalysis. 2-aminoaryl ketones and alkyl propiolates undergone a [4+2] annulation to yield substituted quinolines; with an excess of

Quinolines formation by condensation of heteroaromatic ketones and 2-aminobenzophenones under MW irradiation

Microwave (MW) irradiation facilitated synthesis provides fast, safe, simple, and green reaction conditions. MW irradiation of 2-aminobenzophenones with heteroaromatic ketones afforded quinolines via Friedlander condensation in high yields with intact hal

Synthesis of polysubstituted quinolines via copper(ii)-catalyzed annulation of 2-aminoaryl ketones with alkynoates

Copper triflate catalyzed annulation of 2-aminoaryl ketones with internal alkynes has been developed for the synthesis of polysubstituted quinolines in high yields under solvent-free conditions. Phenyl propiolic acid afforded the 3-unsubstituted quinoline

InCl3-driven regioselective synthesis of functionalized/ annulated quinolines: Scope and limitations

The efficient, regioselective synthesis of functionalized/annulated quinolines was achieved by the coupling of 2-aminoaryl ketones with alkynes/active methylenes/α-oxoketene dithioacetals promoted by InCl 3 in refluxing acetonitrile as well as under solvent-free conditions in excellent yields. This transformation presumably proceeded through the hydroamination-hydroarylation of alkynes, and the Friedlaender annulation of active methylene compounds and α-oxoketene dithioacetals with 2-aminoarylketones. In addition, simple reductive and oxidative cyclization of 2-nitrobenzaldehyde and 2-aminobenzylalcohol, respectively, afforded substituted quinolines. Systematic optimization of the reaction parameters allowed us to identify two-component coupling (2CC) conditions that were tolerant of a wide range of functional groups, thereby providing densely functionalized/annulated quinolines. This approach tolerates the synthesis of various bioactive quinoline frameworks from the same 2-aminoarylketones under mild conditions, thus making this strategy highly useful in diversity-oriented synthesis (DOS). The scope and limitations of the alkyne-, activated methylene-, and α-oxoketene dithioacetal components on the reaction were also investigated.

Simple synthesis of quinolines and dibenzo[b,f][1,5]diazocines under microwave irradiation

Quinolines 3a-f, 5a-f, and dibenzo[b,f][1,5]diazocines 4, 6 were synthesized in the presence of 0.5 equiv. of diphenyl phosphate (DPP) under microwave irradiation. The obtained yield of 6,12-diphenyl-dibenzo[b,f][1,5]diazocine 4 was higher when using anhy

Reinvestigation of a 5H-Dibenzotriazonine Synthesis

Treatment of 5-chloro-2-aminobenzophenone (1) with o-phenylenediamine, sodium acetate, and acetic acid gave 2-(acetyl)amino-5-chlorobenzophenone (5) rather than N--1,2-benzenediamine (3), as reported by Kulkarni et al.Authentic 3 was prepared and treated with chloroacetic acid and polyphosphoric acid (PPA) to give 1, recovered 3, 2,8-dichloro-6,12-diphenyldibenzodiazocine (9) and 2-chloro-6-(chloromethyl)-13-phenyl-5H-dibenzotriazonine (10).Treatment of 5 with PPA, with or without chloroacetic acid, gave phenyl> phenylmethanone (11) as the sole product in 90percent yield.Treatment of other benzophenones, acetophenones, and anilines with sodium acetate and acetic acid provided acetanilides in 78-96percent yield, with the exception of 2'-aminoacetophenone (20), wich gave a quantitative yield of 2--4-methylquinoline (21).The mechanism of acetanilide formation with sodium acetate and acetic acid is discussed.The structure of 21 was established using high resolution 1H nmr techniques.Attempts to prepare an authentic sample of 21 from 2-chlorolepidine (26) and (20) gave 4-methyl-N--2-quinolinamine (29) as the major product.

A Facile Synthesis of 2,4,8,10-Tetrahalo-6,12-diaryldibenzodiazocines

3,5-Dihalo-2-aminobenzophenones 2 on prolonged reflux in dry pyridine gave 2,4,8,10-tetrahalo-6,12-diaryldibenzodiazocines 3 in high yields.Attempted condensation of 2 with glycine ester hydrochloride under identical reaction conditions failed to afford 1,4-benzodiazepines.

Friedel-Crafts Acylation with 2-Isocyanatobenzoyl Chlorides: The Structure of the Intermediate Complex

The intermediate complex obtained in the Friedel-Crafts acylation of benzene with 2-isocyanatobenzoyl chloride (1a) reacts with methanol or ethanol in the presence of ether affording 4-alkoxy-4-phenyl-1,4-dihydro-3,1-benzoxazin-2(1H)-ones, whereas with anilines, the corresponding anils of 2-aminobenzophenone are obtained.In the presence of triethylamine, the complex reacts with aniline and 2-aminobenzophenone affording 4-hydroxy-4-phenyl-3-substituted 3,4-dihydroquinazolin-2(1H)-ones whereas, with alkyl anthranilates, the new 11b-phenyl-7,11b-dihydroquinazolinobenzoxazine-6,13-diones are obtained.Similar products are also obtained from 5-chloro-2-isocyanatobenzoyl chloride.The intermediate complex has been shown to exist exclusively in the cyclic form in both acidic and basic media.

Synthesis of Unsymmetrically Substituted 6,12-Diaryldibenzodiazocines and Their Precursor Schiff Bases

A new route for the preparation of some unsymmetrically substituted 6,12-diaryldibenzodiazocines 5 and their precursor Schiff bases 4 from 2-isocyanatobenzoyl chloride and its 5-chloro derivative are described.

A Novel Synthesis of Dibenzo-diacocines from 3-Aryl-2,1-benzoisoxazoles and 2,4-Bis(4-methoxy-phenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane

A novel transformation of 3-aryl-2,1-benzisoxazoles (2) to dibenzo-diazocines in the presence of Lawesson reagent is described.