135484-83-2

Basic information

• Product Name: Methyl 2-amino-4-bromobenzoate
• Synonyms: METHYL 2-AMINO-4-BROMOBENZOATE;METHYL 4-BROMO-2-AMINOBENZOATE;2-AMINO-4-BROMOBENZOIC ACID METHYL ESTER;Methyl 4-bromoanthranilate;4-Bromo-2-Amino Benzoic Acid Methyl Ester;8031 4-BROMO-2-AMINO BENZOIC ACID METHYL ESTER;Benzoic acid, 2-aMino-4-broMo-, Methyl ester;5-Bromo-2-(methoxycarbonyl)aniline, Methyl 4-bromoanthranilate
• CAS NO: 135484-83-2
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.06
• Product Categories: Aromatic Esters;Esters;Phenyls & Phenyl-Het;Phenylacetic acid;Phenyls & Phenyl-Het
• Mol File: 135484-83-2.mol
• Article Data: 27

Chemical Properties

• Melting Point: 77-79°C
• Boiling Point: 319.3 °C at 760 mmHg
• Flash Point: 146.9 °C
• Appearance: white to off white powder
• Density: 1.578 g/cm³
• Vapor Pressure: 0.000342mmHg at 25°C
• Refractive Index: 1.601
• Storage Temp.: 2-8°C(protect from light)
• Solubility: soluble in Methanol
• PKA: 1.33±0.10(Predicted)
• CAS DataBase Reference: Methyl 2-amino-4-bromobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-amino-4-bromobenzoate(135484-83-2)
• EPA Substance Registry System: Methyl 2-amino-4-bromobenzoate(135484-83-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 135484-83-2(Hazardous Substances Data)

Usage

Chemical Properties

off-white powder

InChI:InChI=1/C8H8BrNO2/c1-12-8(11)6-3-2-5(9)4-7(6)10/h2-4H,10H2,1H3

Upstream product

• 67-56-1 methanol 
• 20776-50-5 2-amino-4-bromobenzoic acid 
• 158580-57-5 methyl 4-bromo-2-nitrobenzoate 
• 7439-89-6 iron 
• 82-73-5 3-bromophthalic anhydride 
• 6941-75-9 5-Bromoisoindoline-1,3-dione 
• 591-19-5 m-Bromoaniline 
• 6326-79-0 6-bromoisatin 
• 99277-71-1 4-bromo-2-nitrobenzoic acid 

Downstream Products

• 4445-43-6 3-amino-[1,1'-biphenyl]-4-carboxylic acid 
• 62473-92-1 6-bromosaccharin 
• 791098-19-6 2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-bromo-benzoic acid methyl ester 
• 612537-88-9 5-bromo-2-cyano-N-(5-isopropyl-4-methyl-3H-thiazol-2-ylidene)-benzenesulfonamide 
• 851044-98-9 methyl 4-bromo-2-isopropoxycarbonylaminobenzoate 
• 890315-74-9 methyl 2-(benzamido)-4-bromobenzoate 
• 438535-18-3 methyl 4-bromo-2-{[(5-methoxy-2-methyl-1H-indol-3-yl)acetyl]amino) benzoate 
• 1356854-67-5 5-bromo-2-[(6-chloropyridine-3-carbonyl)amino]benzoic acid methyl ester 
• 1152237-24-5 C₁₆H₁₄BrNO₂ 
• 1103931-04-9 methyl 4-bromo-2-[({2-[4-(diphenylmethyl)piperazin-1-yl]-2-oxoethoxy}acetyl)amino]benzoate 
• 1312446-90-4 C₉H₆BrNO₃ 
• 1312455-34-7 (E)-methyl 4-bromo-2-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)benzoate 
• 158580-61-1 4-bromo-2-methanesulfonylaminobenzoic acid 
• 1093418-75-7 methyl 4-bromo-2-iodobenzoate 

Relevant articles and documents

TRICYCLIC PYRIDONES AND PYRIMIDONES

A compound of Formula (I) is provided: (I) where the variables are defined herein.

INHIBITORS OF INDOLEAMINE 2,3-DIOXYGENASE AND METHODS OF THEIR USE

There are disclosed compounds that modulate or inhibit the enzymatic activity of indoleamine 2,3-dioxygenase (IDO), pharmaceutical compositions containing said compounds and methods of treating proliferative disorders, such as cancer, viral infections and/or inflammatory disorders utilizing the compounds of the disclosure.

The Suzuki–Miyaura Cross-Coupling as the Key Step in the Synthesis of 2-Aminobiphenyls and 2,2'-Diaminobiphenyls: Application in the Synthesis of Schiff Base Complexes of Zn

2-Nitrophenylboronic acids serve as interesting starting materials for the construction of biphenyl- and terphenyl-based amines if subjected to the Suzuki–Miyaura reaction. Unfortunately, these boronic acids suffer from low reactivity in Suzuki reactions, alongside their low stability in the presence of Pd. Herein, a general method for the construction of 2-nitro-substituted bi- and terphenyls is presented, with special emphasis on the synthesis of 2-amino-2'-nitrobi- and terphenyls. Comparisons are made with other boronic acids that have some of the aforementioned issues. Finally, the application of the obtained 2-amino-2'-nitrobi- and terphenyls as starting materials for the synthesis of bi- and terphenyl based di- and triamines is encountered for, with emphasis on the use of these amines as precursors for Schiff base ligands. In addition, the synthesis of some Zn complexes of these ligands is presented.