ChemicalBook CAS DataBase List 2,4-Dichloro-3-methyl-6-nitrophenol

2,4-Dichloro-3-methyl-6-nitrophenol synthesis

6synthesis methods

Product Name:2,4-Dichloro-3-methyl-6-nitrophenol
CAS Number:39549-27-4
Molecular formula:C7H5Cl2NO3
Molecular Weight:222.03

2,4-Dichloro-3-methyl-6-nitrophenol 2 was prepared by KOH/H2O hydrolysis of a product mixture obtained from chlorination of p-nitrotoluene in the presence of a phase transfer catalyst. A 95–99% yield of 2 based on 2,3,6-trichloro-4-nitrotoluene, 4 (major chlorination product) was achieved in >95% purity^[1].

59-50-7 Synthesis

59-50-7
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39549-27-4
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Yield:39549-27-4 85%

Reaction Conditions:

with hydrogenchloride;chlorosulfonic acid;dihydrogen peroxide;nitric acid in dichloromethane;water;

Steps:

11 EXAMPLE 11

EXAMPLE 11 In a 1-liter four-necked glass flask is prepared a solution mixture of 100 g of 4-chloro-3-methylphenol and 250 g of dichloromethane. While the mixture is maintained at a temperature of 25°-35° C., 80 g of chlorosulfonic acid is added dropwise. After the mixture is maintained at the same temperature as above for 3 hours, 200 g of water is added dropwise while the reaction mixture is cooled with ice-water. Next, 133 g of a 35% hydrochloric acid solution is added, and 93 g of a 35% aqueous hydrogen peroxide solution is added dropwise while maintaining the temperature at 30° C. After the mixture is maintained at the same temperature for 8 hours, an aqueous layer is separated from an oily layer. In a 2-liter four-necked glass flask, 115 g of a 70% nitric acid solution is charged, and the aqueous layer separated as above is added dropwise thereto at a temperature of 30°-35° C. After the reaction mixture is maintained at the same temperature for 1 hour, it was cooled to 15° C. and filtered. The product is washed with water and dried to give 2,4-dichloro-3-methyl-6-nitrophenol. Yield, 125 g (85% yield based on 4-chloro-3-methylphenol),

References:

US5136109,1992,A

700-38-9 Synthesis