609-85-8

Basic information

• Product Name: 2-Amino-3,5-dibromobenzoic acid
• Synonyms: Benzoic acid, 2-amino-3,5-dibromo-;RARECHEM AL BO 1185;BUTTPARK 89\07-50;3,5-DIBROMOANTHRANILIC ACID;3,5-DIBROMO-2-AMINOBENZOIC ACID;2-AMINO-3,5-DIBROMOBENZOIC ACID;2-Amino-3,5-dibromobenzoic acid, tech;3,5-DIBROMOANTHRANILIC ACID, 98+%
• CAS NO: 609-85-8
• Molecular Formula: C₇H₅Br₂NO₂
• Molecular Weight: 294.93
• EINECS: 1533716-785-6
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Acids & Esters;Anilines, Amides & Amines;Bromine Compounds;Aromatic Amino Acids;Unnatural Amino Acid Derivatives;Peptide Synthesis
• Mol File: 609-85-8.mol
• Article Data: 31

Chemical Properties

• Melting Point: 235-236 °C(lit.)
• Boiling Point: 367.6 °C at 760 mmHg
• Flash Point: 176.1 °C
• Appearance: White to beige/Powder
• Density: 2.158 g/cm³
• Vapor Pressure: 4.74E-06mmHg at 25°C
• Refractive Index: 1.699
• PKA: 4.16±0.10(Predicted)
• BRN: 779291
• CAS DataBase Reference: 2-Amino-3,5-dibromobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-3,5-dibromobenzoic acid(609-85-8)
• EPA Substance Registry System: 2-Amino-3,5-dibromobenzoic acid(609-85-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 609-85-8(Hazardous Substances Data)

Usage

Synthesis

A solution of bromine (7.2 g, 2 mL, 40 mmol) in 47 mL glacial acetic acid was added dropwise to sodium 2-aminobenzoate (6.4 g, 40 mmol) in 32 mL of glacial acetic acid ?at 15 °С and the mixture was stirred for 1 h at the same temperature. The product ?was filtered off, washed with benzene and dried in the dark. The bromobenzoic acids ?containing mixture (0.5 g) was added to 10 mL of boiling water followed by the ?addition of 1.3 mL of concentrated hydrochloric acid and hot filtration under vacuum. ?The insoluble material contained 2-amino-3,5-dibromobenzoic acid, whereas 2- amino-5-bromobenzoic acid precipitated upon cooling of the filtrate.?IR (suspension in nujol, cm?1 ): 3469, 3364, ?1682, 1600, 1564, 1538, 1454, 1421, 1378, 1328, 1307, 1226, 1063, 902, 882, 790, ?711, 691, 591, 543.

Chemical Properties

White to light yellow crystal powder

InChI:InChI=1/C7H5Br2NO2/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2H,10H2,(H,11,12)

Upstream product

• 118-48-9 isatoic anhydride 
• 118-92-3 anthranilic acid 
• 2299-73-2 N,N-bis(4-methoxybenzylidene)hydrazine 
• 40889-42-7 6,8-dibromo-2-methyl-3,1-benzoxazin-4(H)-one 
• 28867-76-7 benzaldehyde benzylidenehydrazone 
• 95-54-5 1,2-diamino-benzene 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 89-52-1 o-acetylamino-benzoic acid 
• 88-72-2 1-methyl-2-nitrobenzene 
• 110-86-1 pyridine 
• 7664-93-9 sulfuric acid 
• 1885-29-6 anthranilic acid nitrile 
• 76435-23-9 2-Nitro-3,5-dibromtoluen 

Downstream Products

• 40889-42-7 6,8-dibromo-2-methyl-3,1-benzoxazin-4(H)-one 
• 17518-85-3 6,8-dibromo-3,4-dihydro-4-oxo-quinazoline 
• 643-37-8 6,8-dibromoquinazoline-2,4-(1H,3H)-dione 
• 54754-60-8 6-chloro-8-methyl-1H-3,1-benzoxazine-2,4-dione 
• 618-58-6 3,5-dibromobenzoic acid 
• 6311-60-0 3,5-dibromonitrobenzene 
• 615-57-6 2,4-dibromo-aniline 
• 15719-64-9 methylammonium carbonate 
• 15396-38-0 2,3,5-tribromo-benzoic acid 
• 16524-04-2 2‐amino‐3,5‐dibromobenzamide 
• 15396-40-4 3,5-dibromo-2-iodo-benzoic acid 
• 114571-71-0 3,5-dibromo-phthalic acid 
• 58155-85-4 6,8-dibromo-2-styryl-benzo[d][1,3]oxazin-4-one 
• 150711-83-4 3,5-Dibromo-2-[(2-oxo-2H-chromene-3-carbonyl)-amino]-benzoic acid 

Relevant articles and documents

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Preparation method of 3,5-dibromo-2-aminobenzoic acid

The invention discloses a preparation method of 3,5-dibromo-2-aminobenzoic acid. The preparation method comprises the following steps: (I) performing in-situ oxidation on bromide with an oxidant underan acidic condition, and carrying out a bromination reaction on phthalimide to obtain N-bromophthalimide; (II) performing Hoffmann degradation on the N-bromophthalimide under the action of alkali toobtain 2-aminobenzoic acid and bromoanion; (III) further adding an appropriate amount of bromide and oxidant, and carrying out a bromination reaction on the 2-aminobenzoic acid to obtain the product,namely, 3,5-dibromo-2-aminobenzoic acid. The preparation method has the advantages of environment-friendly reaction system, simple, convenient and safe reaction operation, low cost, high reaction selectivity and high product yield and the like.

Preparation method for ambroxol hydrochloride intermediate 3,5-dibromo-2-aminobenzoic acid

The invention discloses a preparation method for an ambroxol hydrochloride intermediate 3,5-dibromo-2-aminobenzoic acid. The method enables the ambroxol hydrochloride intermediate 3,5-dibromo-2-aminobenzoic acid to be obtained through the following two-st