30273-41-7

Basic information

• Product Name: 2,4-Dibromo-6-methylaniline
• Synonyms: 2-AMINO-3,5-DIBROMOTOLUENE;2,4-DIBROMO-6-METHYLANILINE;2,4-DIBROMO-6-METHYLPHENYLAMINE;4,6-DIBROMO-O-TOLUIDINE;TIMTEC-BB SBB007583;2,4-Dibromo-6-methylbenzenamine;2-AMINO-3,5-DIBROMOTOLUENE (BROMHEXINE);4,6-Dibromo-o-toluidine (NH2=1)
• CAS NO: 30273-41-7
• Molecular Formula: C₇H₇Br₂N
• Molecular Weight: 264.95
• Mol File: 30273-41-7.mol
• Article Data: 16

Chemical Properties

• Melting Point: 44-49 °C
• Boiling Point: 281.2 °C at 760 mmHg
• Flash Point: 123.9 °C
• Appearance: off-white to grey or pale brown crystalline powder
• Density: 1.8413 (rough estimate)
• Vapor Pressure: 0.00361mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 1.69±0.10(Predicted)
• CAS DataBase Reference: 2,4-Dibromo-6-methylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dibromo-6-methylaniline(30273-41-7)
• EPA Substance Registry System: 2,4-Dibromo-6-methylaniline(30273-41-7)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• Hazardous Substances Data: 30273-41-7(Hazardous Substances Data)

Usage

Chemical Properties

off-white to grey or pale brown crystalline powder

InChI:InChI=1/C7H7Br2N/c1-4-2-5(8)3-6(9)7(4)10/h2-3H,10H2,1H3

Upstream product

• 67-66-3 chloroform 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 95-53-4 o-toluidine 
• 24106-05-6 4'-bromo-2'-methylacetanilide 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 958990-53-9 6-amino-5-bromo-toluene-3-sulfonic acid 
• 7732-18-5 water 
• 7647-01-0 hydrogenchloride 
• 861603-65-8 4-Amino-3-methyl-diphenylcarbinol 
• 636-21-5 o-toluidine hydrochloride 
• 53848-17-2 2-bromo-6-methylaniline 
• 98-33-9 2-aminotoluene-5-sulfonic acid 
• 10035-10-6 hydrogen bromide 

Downstream Products

• 98589-70-9 4-amino-5-methylisophthalonitrile 
• 890707-29-6 2-amino-3-methyl-5-cyanobenzoyl-N-methylamine 
• 1032667-24-5 2-amino-5-cyano-3-methylbenzamide 
• 189937-21-1 N-(2,4-dibromo-6-methylphenyl)acetamide 
• 32184-10-4 N-acetyl-N-(2,4-dibromo-6-(bromomethyl)phenyl)acetamide 
• 71757-00-1 2,4-dibromo-6-methyl-N-nitro-aniline 
• 291540-11-9 2-amino-4-methyl-1-(2,4-dibromo-6-methylphenyl)pyrrole-3-carbonitrile 
• 291539-79-2 2-amino-4,5-dimethyl-1-(2,4-dibromo-6-methylphenyl)pyrrole-3-carbonitrile 
• 93282-17-8 N-(2.4-Dibrom-6-methyl-phenyl)-oxaminsaeure-hydrazid 
• 50477-28-6 5,7-Dibromid 
• 114723-61-4 3,5-dibromo-2,6-dinitro-toluene 
• 618-58-6 3,5-dibromobenzoic acid 

Relevant articles and documents

A PROCESS FOR THE SYNTHESIS ANTHRANILIC DIAMIDE COMPOUNDS AND INTERMEDIATES THEREOF

The present invention disclosed a process for the synthesis of anthranilic diamide compound of formula (I), wherein, R1, R2, R3a, R3b, R3c, R4, R5, R6 and Z are as defined in the detailed description. The process comprising the step of obtaining a mono- or dicyano substituted aniline compound of formula (IV) which is then converted to an anthranilic acid compound of formula (V) or an anthranilic amide compound of formula (Va). Further, the compound of formula (VI) can be optionally synthesized from compound of formula (IV or V or Va).

Method of catalytically synthesizing polybromo-aniline in water phase

The invention discloses a method of catalytically synthesizing polybromo-aniline in a water phase. The method comprises following steps: adding a catalytic amount of a free radical initiator, aniline derivatives, cheap and low-toxic bromine salts, and water into a reactor; carrying out reactions in a photocatalytic reaction instrument under power of 5W at a room temperature; after a while, extracting the reaction product by ethyl acetate, and carrying out recrystallization to obtain polybromo-aniline; wherein the free radical initiator is eosin, sodium persulfate, or potassium persulfate. The power of the incandescent lamp of the photocatalytic reaction instrument is 5W. The free radical initiator and bromine salts are cheap and easily available. The method is an ideal synthesis method of polybromo-aniline. Cheap and low-toxic bromine salts are used to replace liquid bromine. The cheap and easily available free radical initiator is used to replace unstable and explosive hydrogen peroxide. After 4 to 10 hours of reactions under the power of 5W, polybromo-aniline can be synthesized, the yield and the reaction selectivity are high, the byproducts are few, and the post treatment is simple.

New insights into bromination process: Effective preparation of Ambroxol

Ambroxol used as an expectorant in treating respiratory diseases was effectively prepared with a total yield of 62 %, with o-toluidine as the feedstock via successive procedures of electrophilic bromination, acetylation, radical benzylic bromination, N-alkylation and hydrolysis processes. The addition of aqueous hydrogen peroxide could enhance the utilisation of liquid bromine in the electrophilic bromination of o-toluidine, avoiding the hazardous HBr generated as a by-product. In addition, liquid bromine promoted by MnO2 was used efficiently for the radical benzylic bromination of N-acetyl-N-(2,4-dibromo-6-methylphenyl)acetamide under mild conditions.