2-Methoxy-4-nitroaniline

yellow to orange crystalline powder

DryPowder; Liquid

O-Methoxyaniline is condensed with p-toluenesulfonyl chloride in the presence of sodium carbonate to obtain N-p-toluenesulfonyl o-methoxyaniline, and then nitrated with nitric acid to obtain 4-nitro-2-methoxy-N- The p-toluenesulfonyl aniline and the nitrate are treated with dilute sulfuric acid and hydrolyzed to remove the p-toluenesulfonyl group to obtain the finished product. Add o-methoxyaniline and equimolar p-toluenesulfonyl chloride to water at 85°C, add sodium carbonate to adjust the pH of the reaction solution to 8. After reaching the end of the reaction, cool to 60°C, adjust the pH to 6 with sulfuric acid, then cool to 45°C, and filter to obtain N-p-toluenesulfonyl o-methoxyaniline with a yield of 99%. Add chlorobenzene into the nitrification pot, and put in the condensation products mentioned above. Stir and add sodium nitrite at 30-33°C, then slowly add 82% nitric acid, and the feeding temperature should not exceed 50°C. It is cooled to 35°C for about 15 minutes, and then the condensation product and nitric acid are added in proportion. The feeding time is 3.5h, and the reaction temperature is controlled at 35-45°C. After the addition, react at 50°C for 1.5h. Cooled to 30°C and filtered, the filter cake was washed with chlorobenzene and water successively, and dried to obtain 4-nitro-2-methoxy-N-p-toluenesulfonylaniline with a yield of 85%. Add this nitrate to 82%-83% sulfuric acid at 78°C, and keep it at 90°C for 2.5h after the addition. After diluting with water, adding alkali to neutralize the pH to 7.5, filter press at 30°C, wash with 5% soda ash solution and water successively, and dry to obtain 2-methoxy-4-nitroaniline with a yield of 95%. The resulting product is yellow or yellow-brown powder. Content (dry basis) ≥98%. Raw material consumption quota: o-methoxyaniline 960kg/t, p-toluenesulfonyl chloride 1540kg/t.

It is mainly used for dyeing and printing color development of cotton fiber fabrics, and also used to make organic pigments such as fast pigments, purple, golden, black, etc.; this product is an ice dye base, mainly used for printing color development of dyeing cotton fiber fabrics It is also used to make organic pigments such as fast pigments, purple, golden and black. Used in the synthesis of pigment yellow 74#. Cotton fiber batik.

Intermediates

Agricultural products (non-pesticidal)

500,000 - 1,000,000 lb

Molecular Weight:168.15
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:168.05349212
Monoisotopic Mass:168.05349212
Topological Polar Surface Area:81.1
Heavy Atom Count:12
Complexity:169
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes