Pyridine, 5-broMo-2-Methoxy-4-Methyl-3-nitro-

Pyridine, 5-broMo-2-Methoxy-4-Methyl-3-nitro- - Names and Identifiers

Name	5-Bromo-2-methoxy-3-nitro-4-picoline
Synonyms	5-Bromo-2-methoxy-3-nitro-4-picoline 5-BroMo-2-Methoxy-4-Methyl-3-nitropyridin 2-METHOXY-3-NITRO-5-BROMO-4-METHYLPYRIDINE 2-Methoxy-3-nitro-4-methyl-5-Bromopyridine 5-Bromo-2-methoxy-4-methyl-3-nitropyridine 5-Bromo-2-methoxy-4-methyl-3-nitropyridine-3 Pyridine, 5-broMo-2-Methoxy-4-Methyl-3-nitro-
CAS	884495-14-1
InChI	InChI=1/C7H7BrN2O3/c1-4-5(8)3-9-7(13-2)6(4)10(11)12/h3H,1-2H3

Pyridine, 5-broMo-2-Methoxy-4-Methyl-3-nitro- - Physico-chemical Properties

Molecular Formula	C7H7BrN2O3
Molar Mass	247.05
Density	1.636±0.06 g/cm3(Predicted)
Boling Point	302.8±37.0 °C(Predicted)
Flash Point	136.9°C
Solubility	Chloroform, Dichloromethane, Ethyl Acetate
Vapor Presure	0.00174mmHg at 25°C
Appearance	Solid
Color	Light Yellow
pKa	-2.34±0.28(Predicted)
Storage Condition	Inert atmosphere,Room Temperature
Refractive Index	1.577

Pyridine, 5-broMo-2-Methoxy-4-Methyl-3-nitro- - Reference Information

Application

5-bromo-2-methoxy-4-methyl-3-nitropyridine is an organic intermediate, 2-methoxy-4-methyl-3-nitropyridine can be prepared from 2-chloro-4-methyl-3-nitropyridine, bromination is then followed by obtaining 5-bromo-2-methoxy-4-methyl-3-nitropyridine.

preparation

1) preparation of 2-methoxy-4-methyl-3-nitropyridine 2-chloro-4-methyl-3-nitropyridine (250g,1.45mol) in methanol (1.0L) the solution was added dropwise to a Stirred (2H) and cooled (0 °c) solution of sodium methoxide (250g,4.63mol) in methanol (850mL). After the addition, the mixture was heated at reflux for 23h at which time TLC indicated that the reaction had been completed. The mixture was concentrated under reduced pressure to a volume of approximately 1.5 ml and quenched by addition of water (L). The resulting solid was collected by filtration, washed with water and dried under reduced pressure to give the title compound (250g,100% yield) as a brown solid. 2) Preparation of 5-bromo-2-methoxy-4-methyl-3-nitropyridine at ambient temperature, sodium acetate (5.37G, mol) to a stirred solution of 2-methoxy-4-methyl-3-nitropyridine (250g,1.49mol) in acetic acid (1.5L) was added dropwise (30min). Br2(639G, 4.00mol). After the addition, the mixture was heated at 80 °c for 12h at which time TLC indicated the reaction was complete. The mixture was cooled (0 °c) and quenched by the sequential addition of 10% aqueous Na2SO3 (1.5L) and saturated aqueous Na2SO3 (1.5L). The resulting solid was collected by filtration, washed with water, and dried under reduced pressure to give the title compound (302g,82.2% yield) as a light yellow solid.

Last Update：2024-04-09 20:49:11

Pyridine, 5-broMo-2-Methoxy-4-Methyl-3-nitro-

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