3,5-dibromo-4-methylpyridin-2-amine

3,5-dibromo-4-methylpyridin-2-amine - Names and Identifiers

Name	2-AMINO-3,5 DIBROMO-4-METHYL PYRIDINE
Synonyms	2-Amino-3,5-dibromo-4-methyL 2-AMINO-3,5-DIBROMO-4-PICOLINE 2-AMINO-3,5-DIBROMO-4-METHYLPRIDINE 3,5-Dibromo-4-methylpyridin-2-amine 3,5-dibromo-4-methylpyridin-2-amine 3,5-DIBROMO-4-METHYL-2-PYRIDINAMINE 2-AMINO-3,5 DIBROMO-4-METHYL PYRIDINE 3,5-DibroMo-4-Methyl-pyridin-2-ylaMine 3,5-Dibromo-4-methylpyridin-2-amine, 2-Amino-3,5-dibromo-4-picoline
CAS	3430-29-3
InChI	InChI=1/C6H6Br2N2/c1-3-4(7)2-10-6(9)5(3)8/h2H,1H3,(H2,9,10)

3,5-dibromo-4-methylpyridin-2-amine - Physico-chemical Properties

Molecular Formula	C6H6Br2N2
Molar Mass	265.93
Density	1.99g/cm³
Boling Point	276.5°C at 760 mmHg
Flash Point	121°C
Vapor Presure	0.00479mmHg at 25°C
Storage Condition	Keep in dark place,Inert atmosphere,Room temperature
Refractive Index	1.651

3,5-dibromo-4-methylpyridin-2-amine - Risk and Safety

Risk Codes	R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing.
Hazard Class	IRRITANT

3,5-dibromo-4-methylpyridin-2-amine - Reference Information

Overview

2-amino-4-methyl-3, 5-dibromopyridine is an organic intermediate that can be obtained from 2-amino-4-methylpyridine bromide preparation. PCT Int. Appl., 2000021963 reported that 2-amino -4-methyl -3, 5-dibromopyridine can be used to prepare IL-8 receptor antagonists. As a IL-8 receptor antagonist, compounds are beneficial for diseases related to increased IL-8 production (which is responsible for chemotaxis of neutrophils and T-cell subtypes to inflammatory sites).

Preparation method

Bromine (1.9mL,37.0mmol) was added dropwise to the slurry of 2-amino-4-methylpyridine (4.00g,37.0mmol) in fuming sulfuric acid (20mL) at 0°C. The resulting red/brown mixture was stirred under reflux for 2 hours, and then poured into ~ 200g of ice to obtain a yellow slurry. 10NNaOH was slowly added to the mixture until pH ~ 12, then the mixture was extracted with CH2Cl2(3 × 50mL), dried (Na2SO4), filtered and concentrated in vacuum to give the product 2-amino -4-methyl -3, 5-dibromopyridine as a light orange solid with a yield of 5.35g,54%.

Last Update：2024-04-09 21:00:56