68385-95-5

Basic information

• Product Name: 2-AMINO-3,5-DIBROMOBENZONITRILE
• Synonyms: 3,5-DIBROMOANTHRANILONITRILE;2-AMINO-3,5-DIBROMOBENZONITRILE;BUTTPARK 37\12-53;2-Amino-3,5-Dibromobenzonitrile 3,5-Dibromo-2-Aminobenzonitrile;3,5-Dibromo-2-Aminobenzonitrile;2-Amino-3,5-dibromobenzonitrile,99%
• CAS NO: 68385-95-5
• Molecular Formula: C₇H₄Br₂N₂
• Molecular Weight: 275.93
• Product Categories: Aromatic Nitriles;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds;Building Blocks;C6 to C7;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 68385-95-5.mol

Chemical Properties

• Melting Point: 152-156 °C(lit.)
• Boiling Point: 301.2 °C at 760 mmHg
• Flash Point: 136 °C
• Appearance: /Solid
• Density: 1.9911 (rough estimate)
• Vapor Pressure: 0.00107mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: -0.95±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-3,5-DIBROMOBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-3,5-DIBROMOBENZONITRILE(68385-95-5)
• EPA Substance Registry System: 2-AMINO-3,5-DIBROMOBENZONITRILE(68385-95-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 68385-95-5(Hazardous Substances Data)

Usage

Chemical Properties

pinkish-brown or reddish-brown powder

InChI:InChI=1/C7H4Br2N2/c8-5-1-4(3-10)7(11)6(9)2-5/h1-2H,11H2

Upstream product

• 50910-55-9 3,5-dibromo-2-amino benzaldehyde 
• 1885-29-6 anthranilic acid nitrile 

Relevant articles and documents

DIPHENYLUREA COMPOUND DERIVATIVE

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IRIDIUM COMPLEX COMPOUND, COMPOSITION CONTAINING THE COMPOUND AND SOLVENT, ORGANIC ELECTROLUMINESCENT ELEMENT CONTAINING THE COMPOUND, DISPLAY DEVICE, AND ILLUMINATION DEVICE

Provided is an iridium complex compound represented by formula (1) below. [Ir is an iridium atom. C1 to C6 are carbon atoms. N1 and N2 are nitrogen atoms. R1 to R4 are each a hydrogen atom

FUNCTION CONTROL AGENT FOR PLANT POTASSIUM ION TRANSPORTER, AND METHOD OF GROWING PLANT

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Synthesis, characterization, and SAR of arylated indenoquinoline-based cholinesterase and carbonic anhydrase inhibitors

We report the synthesis of bromoindenoquinolines (15a–f) by Friedlander reactions in low yields (13–50%) and the conversion of the corresponding phenyl-substituted indenoquinoline derivatives 16–21 in high yields (80–96%) by Suzuki coupling reactions. To explore the structure–activity relationship (SAR), their inhibition potentials to inhibit acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and human carbonic anhydrase cyctosolic (hCA I and II) enzymes were determined. Monophenyl (16–18) indenoquinolines significantly inhibited the AChE and BChE enzymes in ranges of IC50 37–57 nM and 84–93 nM, respectively, compared with their starting materials 15a–c and reference compounds (galanthamine and tacrine). On the other hand, these novel arylated indenoquinoline-based derivatives were effective inhibitors of the BChE, hCA I and II, BChE and AChE enzymes with Ki values in the range of 37 ± 2.04 to 88640 ± 1990 nM for AChE, 120.94 ± 37.06 to 1150.95 ± 304.48 nM for hCA I, 267.58 ± 98.05 to 1568.16 ± 438.67 nM for hCA II, and 84 ± 3.86 to 144120 ± 2910 nM for BChE. As a result, monophenyl indenoquinolines 16–18 may have promising anti-Alzheimer drug potential and 3,8-dibromoindenoquinoline amine (15f) can be novel hCA I and hCA II enzyme inhibitors.

Stable and reusable nanoscale Fe2O3-catalyzed aerobic oxidation process for the selective synthesis of nitriles and primary amides

The sustainable introduction of nitrogen moieties in the form of nitrile or amide groups in functionalized molecules is of fundamental interest because nitrogen-containing motifs are found in a large number of life science molecules, natural products and materials. Hence, the synthesis and functionalization of nitriles and amides from easily available starting materials using cost-effective catalysts and green reagents is highly desired. In this regard, herein we report the nanoscale iron oxide-catalyzed environmentally benign synthesis of nitriles and primary amides from aldehydes and aqueous ammonia in the presence of 1 bar O2 or air. Under mild reaction conditions, this iron-catalyzed aerobic oxidation process proceeds to synthesise functionalized and structurally diverse aromatic, aliphatic and heterocyclic nitriles. Additionally, applying this iron-based protocol, primary amides have also been prepared in a water medium.

SELECTIVE INHIBITORS OF CLINICALLY IMPORTANT MUTANTS OF THE EGFR TYROSINE KINASE

The present invention provides compounds of Formula (I) or a subgeneric structure or species thereof, or a pharmaceutically acceptable salt, ester, solvate, and/or prodrug thereof, and methods and compositions for treating or ameliorating abnormal cell proliferative disorders, such as cancer, wherein A, R2, R3, R10, E1, E2, E3, Y, and Z are as defined herein.

Convenient synthesis of disubstituted tacrine derivatives via electrophilic and copper induced reactions

The bromination of 2-aminobenzonitrile (2) with molecular bromine (2?equiv) furnished 2-amino-3,5-dibromobenzonitrile (7) in 98% yield. One-pot syntheses are described for dibromotacrine derivatives (6, 14–18) utilizing Friedl?nder reactions. A convenient route is described for disubstituted derivatives of tacrines from dibromotacrine 6 and 15 by various substitution reactions. Several disubstituted tacrines were synthesized by treatment of dibromo 6 and 15 derivatives with n-BuLi followed by trapping with an electrophile [Si(Me)3Cl, S2(Me)2]. Both were converted to the corresponding cyano derivatives (21–23) via copper-assisted nucleophilic substitution reactions in moderate yields (30%, 50%, and 60%, respectively). Copper-induced nucleophilic substitution of dibromide 15 with NaOMe afforded mono methoxide 31 in 25% yield.

Efficient access to 2,6,8-trisubstituted 4-aminoquinazolines through microwave-assisted one-pot chemoselective Tris-Suzuki-Miyaura or SNAr/bis-Suzuki-Miyaura reactions in water

An efficient, sequential, one-pot strategy for synthesizing polyfunctionalized quinazoline derivatives is presented. After selective amination of 6,8-dibromo-2,4-dichloroquinazoline at the C-4 position, 2,6,8-trisubstituted 4-aminoquinazoline derivatives

An electroluminescent compound and an electroluminescent device comprising the same

The present invention relates to organic light emitting compounds represented by chemical formula 1-1 to chemical formula 1-2. An organic electroluminescent device using the same has excellent light emitting efficiency and can be driven at low voltage, thereby having improved power efficiency and long life characteristics.COPYRIGHT KIPO 2015

One-pot chemoselective synthesis of 2,4,6,8-tetrasubstituted quinazolines via microwave-assisted consecutive bis-SNAr/Bis-Suzuki-Miyaura cross-coupling reactions

A practical and efficient synthesis of 2,4,6,8-tetrasubstituted quinazolines through one-pot chemoselective sequential bis-SNAr/bis- Suzuki-Miyaura reactions under microwave irradiation is presented. The bis-SNAr reaction occurs selectively at the C-2 and C-4 positions of 6,8-dibromo-2,4-dichloroquinazoline and the bis-Suzuki-Miyaura cross-coupling at C-6 and C-8. This procedure affords convergent synthesis of polysubstituted quinazoline derivatives in high yields in very few steps and tolerates a wide range of boronic acids and amines.