106896-49-5

Basic information

• Product Name: Methyl 4-amino-3-bromobenzoate
• Synonyms: METHYL 4-AMINO-3-BROMOBENZOATE;4-AMINO-3-BROMO-BENZOIC ACID METHYL ESTER;Methyl 4-amino-3-bromobenzoate 98%;Methyl 4-amino-3-bromobenzoate, GC 98%;BENZOIC ACID, 4-AMINO-3-BROMO-, METHYL ESTER;Methyl 4-amino-3-bromobenzoate,98%;4-aMino-3-broMobenzoate;2-Bromo-4-(methoxycarbonyl)aniline
• CAS NO: 106896-49-5
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.06
• Product Categories: Aromatic Esters;pharmacetical;Acids & Esters;Anilines, Amides & Amines;Bromine Compounds;C8 to C9;Carbonyl Compounds;Esters
• Mol File: 106896-49-5.mol
• Article Data: 16

Chemical Properties

• Melting Point: 105-109 °C
• Boiling Point: 334.2 °C at 760 mmHg
• Flash Point: 155.9 °C
• Appearance: Brown/Crystalline Powder
• Density: 1.6270 (rough estimate)
• Vapor Pressure: 0.00013mmHg at 25°C
• Refractive Index: 1.6120 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 0.41±0.10(Predicted)
• CAS DataBase Reference: Methyl 4-amino-3-bromobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-amino-3-bromobenzoate(106896-49-5)
• EPA Substance Registry System: Methyl 4-amino-3-bromobenzoate(106896-49-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36-36/37/38
• Safety Statements: 26-36/37-37/39
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 106896-49-5(Hazardous Substances Data)

Usage

Chemical Properties

brown crystalline powder

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

Upstream product

• 124-41-4 sodium methylate 
• 619-45-4 4-methoxycarbonyl aniline 
• 67-56-1 methanol 
• 6311-37-1 4-amino-3-bromo-benzoic acid 
• 150-13-0 4-amino-benzoic acid 

Downstream Products

• 140635-67-2 methyl 3-bromo-4-azidobenzoate 
• 1115276-62-4 tert-butyl 4-(methoxycarbonyl)-2-bromophenylcarbamate 
• 524916-42-5 methyl 4-amino-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 
• 619-45-4 4-methoxycarbonyl aniline 
• 1283746-98-4 2-benzenesulfonylamido-5-methoxycarbonylbiphenyl 
• 1283747-06-7 4'-methoxy-6-(phenylsulfonamido)-[1,1'-biphenyl]-3-carboxylic acid methyl ester 
• 1283747-44-3 9-benzenesulfonyl-2-methoxy-6-methoxycarbonylcarbazole 
• 267002-59-5 3-allyl-4-amino-benzoic acid methyl ester 
• 126759-30-6 3-bromo-4-nitrobenzoate methyl ester 
• 110073-67-1 methyl 4-amino-3-ethenylbenzoate 

Relevant articles and documents

Synthesis of phenazine-2,8-dicarboxylates

Phenazine is a tricyclic heteroarene that forms the core of diverse functional molecules including DNA intercalators. However, 2,8-disubstituted phenazines are rare, and this potentially limits the medicinal development of this class of heterocycles. Here we describe the synthesis of two new members of this compound class (i.e. dimethyl phenazine-2,8-dicarboxylate and the corresponding diacid), following a synthetic route that involved inter- and intramolecular Buchwald-Hartwig N-arylations. We also detail a simple NMR-based method for proving the 2,8-disubstitution pattern, in order to counterbalance suspected structural misassignments elsewhere in the peer-reviewed and patent literature.

A Practical Procedure for Regioselective Bromination of Anilines

A highly practical procedure for the preparation of bromoanilines by using copper-catalyzed oxidative bromination has been developed. Treatment of free anilines with readily available NaBr and Na 2S 2O 8in the presence of a catalytic amount of CuSO 4·5H 2O enabled regioselective bromination.

NEW CLASS OF DNA GYRASE AND/OR TOPOISOMERASE IV INHIBITORS WITH ACTIVITY AGAINST GRAM-POSITIVE AND GRAM-NEGATIVE BACTERIA

The present invention relates to compounds having a structure of general formula (I), processes for their preparation, pharmaceutical compositions containing them as the active ingredient, to their use as medicaments and to their use in the manufacture of medicaments for use in the treatment of bacterial infections in humans and warm-blooded animals.