Category: 615-55-4

Keana, John F. W. et al. published their research in Journal of Medicinal Chemistry in 1995 | CAS: 615-55-4

3,4-Dibromoaniline (cas: 615-55-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Electric Literature of C6H5Br2N

Synthesis and Structure-Activity Relationships of Substituted 1,4-Dihydroquinoxaline-2,3-diones: Antagonists of N-Methyl-D-aspartate (NMDA) Receptor Glycine Sites and Non-NMDA Glutamate Receptors was written by Keana, John F. W.;Kher, Sunil M.;Cai, Sui Xiong;Dinsmore, Christian M.;Glenn, Anne G.;Guastella, J.;Huang, Jin-Cheng;Ilyin, Victor;Lu, Yixin. And the article was included in Journal of Medicinal Chemistry in 1995.Electric Literature of C6H5Br2N This article mentions the following:

A series of mono-, di-, tri-, and tetrasubstituted 1,4-dihydroquinoxaline-2,3-diones were synthesized and evaluated as antagonists at N-methyl-D-aspartate (NMDA)/glycine sites and α-amino-3-hydroxy-5-methylisoxazole-4-propionic acid-preferring non-NMDA receptors. Antagonist potencies were measured by elec. assays in Xenopus oocytes expressing rat whole brain poly(A)+ RNA. Trisubstituted 1,4-dihydroquinoxaline-2,3-diones (e.g., ACEA 1021) containing a nitro group in the 5 position and halogen in the 6 and 7 positions, displayed high potency (Kb ∼ 6-8 nM) at the glycine site, moderate potency at non-NMDA receptors (Kb = 0.9-1.5 μM), and the highest (120-250-fold) selectivity in favor of glycine site antagonism over non-NMDA receptors. Tetrasubstituted 1,4-dihydroquinoxaline-2,3-diones were more than 100-fold weaker glycine site antagonists than the corresponding trisubstituted 1,4-dihydroquinoxaline-2,3-diones with F being better tolerated than Cl as a substituent at the 8 position. Di- and monosubstituted 1,4-dihydroquinoxaline-2,3-diones showed progressively weaker antagonism compared to trisubstituted analogs. In terms of steady-state inhibition, most 1,4-dihydroquinoxaline-2,3-dione substitution patterns favor antagonism at NMDA/glycine sites over antagonism at non-NMDA receptors. Among the 1,4-dihydroquinoxaline-2,3-diones tested, only 1,4-dihydro-6-nitro-2,3-quinoxalinedione was slightly selective for non-NMDA receptors. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Electric Literature of C6H5Br2N).

3,4-Dibromoaniline (cas: 615-55-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Electric Literature of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Liqiang et al. published their research in Asian Journal of Chemistry in 2010 | CAS: 615-55-4

3,4-Dibromoaniline (cas: 615-55-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Application In Synthesis of 3,4-Dibromoaniline

Silica-supported boron trifluoride (BF3-SiO2), an efficient, environment friendly and recyclable catalyst for the one-pot synthesis of 4(3H)-quinazolinones was written by Wu, Liqiang;Ma, Weiwei;Yang, Limin;Yan, Fulin. And the article was included in Asian Journal of Chemistry in 2010.Application In Synthesis of 3,4-Dibromoaniline This article mentions the following:

A simple and efficient synthesis of 4(3H)-quinazolinones was accomplished by the one-pot condensation of anthranilic acid, tri-Et orthoformate and primary amines under solvent-free conditions in the presence of BF3-SiO2. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Application In Synthesis of 3,4-Dibromoaniline).

3,4-Dibromoaniline (cas: 615-55-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Application In Synthesis of 3,4-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Diemer, Vincent et al. published their research in European Journal of Organic Chemistry in 2011 | CAS: 615-55-4

3,4-Dibromoaniline (cas: 615-55-4) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Name: 3,4-Dibromoaniline

Efficient and Complementary Methods Offering Access to Synthetically Valuable 1,2-Dibromobenzenes was written by Diemer, Vincent;Leroux, Frederic R.;Colobert, Francoise. And the article was included in European Journal of Organic Chemistry in 2011.Name: 3,4-Dibromoaniline This article mentions the following:

1,2-Dibromobenzenes are highly valuable precursors for various organic transformations, in particular, reactions based on the intermediate formation of benzynes. This report describes short sequences for the synthesis of various derivatives based on regioselective bromination, ortho-metalation, and halogen/metal permutations. 1,2-Dibromo-3-iodobenzene, 1,2-dibromo-4-iodobenzene, and 2,3-dibromo-1,4-diiodobenzene act as intermediates in these syntheses. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Name: 3,4-Dibromoaniline).

3,4-Dibromoaniline (cas: 615-55-4) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Name: 3,4-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

New downstream synthetic route of 615-55-4

The synthetic route of 615-55-4 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 615-55-4,Some common heterocyclic compound, 615-55-4, name is 3,4-Dibromoaniline, molecular formula is C6H5Br2N, 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.

EXAMPLE 21 3-Chloro-N-(3,4-dibromophenyl)-2,6-dinitro-4-(trifluoromethyl)benzenamine, having a melting point of about 166-167 C., weighing 2.4 g., from 5 g. of 3,4-dibromoaniline and 3 g. of 2,4-dichloro-3,5-dinitrobenzotrifluoride.

The synthetic route of 615-55-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eli Lilly and Company; US4152460; (1979); A;,
Bromide – Wikipedia,
bromide – Wiktionary

The important role of 3,4-Dibromoaniline

The synthetic route of 615-55-4 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 615-55-4, name is 3,4-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C6H5Br2N

EXAMPLE 20 4-[(3,4-Dibromophenyl)amino]-6-nitro-3-quinolinecarbonitrile A mixture of 6.20 g (26.6 mmol)of 4-chloro-6-nitro-3-quinolinecarbonitrile and 8.00 g (31.9 mmol) of 3,4-dibromoaniline in 160 mL of ethanol was refluxed under N2 for 5 h. Saturated sodium bicarbonate was added and volatile material was removed. The residue was slurried with hexane, collected, washed with hexane and water and dried. The insoluble material was repeatedly extracted with boiling ethyl acetate and the solution was then filtered through silica gel. The solvent was removed to give 3.80 g of green solid: mass spectrum (electrospray, m/e): M+H 449.

The synthetic route of 615-55-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US6002008; (1999); A;; ; Patent; American Cyanamid Company; US6384051; (2002); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Analyzing the synthesis route of C6H5Br2N

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.

Adding a certain compound to certain chemical reactions, such as: 615-55-4, name is 3,4-Dibromoaniline, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 615-55-4, Quality Control of 3,4-Dibromoaniline

Preparation of 6,7-Dibromo-1,4-dihydro-2,3-quinoxalinedione (Method D) 3,4-Dibromo-(trifluoroacetamido)benzene. To 30 mL of trifluoroacetic anhydride (Aldrich used as received) was added 10.0 g (39.8 mmol) of 3,4-dibromoaniline (Lancaster, used as received) in portions at 0 C. with stirring. The resultant mixture was stirred at room temperature for 2.5 h, then poured into ice-H2 O (about 300 mL) with stirring. The solid was collected by vacuum filtration, washed with H2 O (5*20 mL), and dried at 40 C. under 1 mmHg for 16 h to give 13.0 g (94%) of 3,4-dibromo-(trifluoroacetamido)benzene as an off-white powder, which was used for the next reaction without further purification. 1 H NMR (DMSO-d6): 11.474 (s, 1H), 8.098 (s, 1H), 7.935 (d, 1H, J=8.7 Hz), 7.607 (d, 1H, J=8.7 Hz).

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; The State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University; The University of Oregon; The Regents of the University of California; US5514680; (1996); A;,
Bromide – Wikipedia,
bromide – Wiktionary

New learning discoveries about 615-55-4

The synthetic route of 615-55-4 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 615-55-4, name is 3,4-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3,4-Dibromoaniline

A mixture of 6.20g (26.6mmol)of 4-chloro-6-nitro-quinoline-3-carbonitrile and 8.00g (31.9mmo1) of 3,4-dibromoaniline in 160mL of ethanol was refluxed under N2 for 5h. Saturated sodium bicarbonate was added and volatile material was removed. The residue was slurried with hexane, collected, washed with hexane and water and dried. The insoluble material was repeatedly extracted with boiling ethyl acetate and the solution was then filtered through silica gel. The solvent was removed to give 3.80g of green solid: mass spectrum (electrospray, m/e): M+H 449.

The synthetic route of 615-55-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth Holdings Corporation; EP1950201; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary