304858-65-9

Basic information

• Product Name: 2-AMINO-4-BROMOBENZONITRILE
• Synonyms: 2-AMINO-4-BROMOBENZONITRILE;2-AMINO-4-BROMOBENZONITRILE/2-aMino-4-broMobenzonitrile;5-Bromo-2-cyanoaniline, 4-Bromoanthranilonitrile;Amino-4-bromobenzonitrile
• CAS NO: 304858-65-9
• Molecular Formula: C₇H₅BrN₂
• Molecular Weight: 197.032
• Mol File: 304858-65-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 317.825 °C at 760 mmHg
• Flash Point: 146.015 °C
• Appearance: /
• Density: 1.69
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.652
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 0.74±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-4-BROMOBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-BROMOBENZONITRILE(304858-65-9)
• EPA Substance Registry System: 2-AMINO-4-BROMOBENZONITRILE(304858-65-9)

Safety Data

• TSCA: N
• HazardClass: IRRITANT
• Hazardous Substances Data: 304858-65-9(Hazardous Substances Data)

Usage

Uses

2-Amino-4-bromobenxonitrile can be used to synthesize IRAK4 inhibitors to treat autoimmune diseases or cancers.

InChI:InChI=1/C7H5BrN2/c8-6-2-1-5(4-9)7(10)3-6/h1-3H,10H2

Upstream product

• 591-19-5 m-Bromoaniline 
• 65971-74-6 N-(3-bromophenyl)-2-(hydroxyimino)ethanamide 
• 6326-79-0 6-bromoisatin 
• 115049-55-3 6-bromo-3-(hydroxyimino)indolin-2-one 
• 79603-03-5 4-bromo-2-nitro-benzonitrile 
• 3460-18-2 1,4-dibromo-2-nitrobenzene 
• 1885-29-6 anthranilic acid nitrile 

Downstream Products

• 39859-36-4 2-amino-5-bromobenzophenone 
• 1630951-35-7 7-(4-(3-cyclopentenylbenzyl)piperazin-1-yl)-3,4-dihydroquinazolin-2(1H)-one 
• 1630951-37-9 7-(1-(biphenyl-4-ylmethyl)piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one 
• 1630951-38-0 7-(1-((4'-fluorobiphenyl-4-yl)methyl)piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one 
• 1630951-39-1 7-(1-((5-phenylpyridin-3-yl)methyl)piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one 
• 1630951-40-4 7-(1-((5-(4-fluorophenyl)pyridin-3-yl)methyl)piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one 
• 1630951-41-5 7-(1-(3-cyclopentenylbenzyl)piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one 
• 624813-49-6 2-(aminomethyl)-5-bromoaniline 
• 1630951-18-6 N-(2-acetamido-4-bromobenzyl)acetamide 
• 1207175-68-5 7-bromo-3,4-dihydroquinazolin-2(1H)-one 
• 79603-03-5 4-bromo-2-nitro-benzonitrile 
• 1027345-15-8 tert-butyl 4-(4-cyano-3-nitrophenyl)piperazine-1-carboxylate 
• 1630951-20-0 tert-butyl 4-(3-acetamido-4-(acetamidomethyl)phenyl)piperazine-1-carboxylate 
• 1630951-21-1 tert-butyl 4-(3-amino-4-(aminomethyl)phenyl)piperazine-1-carboxylate 

Relevant articles and documents

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

Synthesis and dual D2 and 5-HT1A receptor binding affinities of 7-piperazinyl and 7-piperidinyl-3,4-dihydroquinazolin-2(1H)-ones

A series of new 7-piperazinyl and 7-piperidinyl-3,4-dihydroquinazolin-2(1H) -ones has been synthesized. The described compounds are structurally related to adoprazine, a potential atypical antipsychotic bearing potent D2 receptor antagonist and 5-HT1A receptor agonist properties. Suitably modified aryl bromides were prepared and condensed with tert-butyl piperazine-1-carboxylate to afford the advanced intermediate piperazinyl-3,4-dihydroquinazolin-2(1H)-one. Likewise Suzuki-Miyaura cross-coupling reaction of cyclic vinyl boronate with appropriate aryl bromides rendered piperidinyl-3,4-dihydroquinazolin-2(1H)-one. The reductive amination of the piperazinyl and piperidinyl-3,4- dihydroquinazolin-2(1H)-ones with suitably designed biarylaldehydes accomplished the synthesis of these title compounds. The described compounds were screened for D2 and 5-HT1A receptors binding affinities. The structure-activity relationship studies revealed that cyclopentenylpyridine and cyclopentenylbenzyl groups contribute significantly to the dual D2 and 5-HT1A receptor binding affinities of these compounds.

An intriguing effect of lithium perchlorate dispersed on silica gel in the bromination of aromatic compounds by N-bromosuccinimide

A convenient and efficient procedure for electrophilic aromatic bromination has been developed by mixing of N-bromosuccinimide and an aromatic compound at room temperature on the surface of silica gel mixed with solid anhydrous LiClO4. All of the substrates examined underwent clean electrophilic aromatic bromination in reaction times of a few minutes to afford the corresponding bromoarenes under neutral conditions in excellent yield. In the case of thiophenol, no substitution reaction occurred, and the corresponding disulfide was obtained in excellent yield.