ChemicalBook CAS DataBase List 5-chloro-2-(2,4-dichlorophenoxy)aniline

5-chloro-2-(2,4-dichlorophenoxy)aniline synthesis

5synthesis methods

Product Name:5-chloro-2-(2,4-dichlorophenoxy)aniline
CAS Number:56966-52-0
Molecular formula:C12H8Cl3NO
Molecular Weight:288.557

4-chloro-1-(2,4-dichlorophenoxy)-2-nitrobenzene

2392-48-5
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56966-52-0
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Yield:56966-52-0 259.4 g

Reaction Conditions:

with iron;acetic acid in water at 100 - 105;Reagent/catalyst;Temperature;

Steps:

2 Example two

A 1000 ml four-necked flask was fitted with a reflux device.Add 360g of water,Glacial acetic acid 19g (99%, 0.31mol), reduced iron powder 188g (98.5%, 3.3mol),Turn on the stir and heat to 95-100 ° C.322 g of 2,4,4'-trichloro-2'-nitrodiphenyl ether (99.05%, 1.0 mol) was added in 10 portions.Keep the temperature at 100-105 ° C, the end of the feed, continue to hold for 2-3 hours,Sampling detection of 2,4,4'-trichloro-2'-nitrodiphenyl ether content less than 0.1%,At the end of the reaction, the temperature is lowered to 80-85 ° C.Sodium carbonate was added to adjust the pH to 9, hot filtered, and the filter cake was washed twice with methanol.The filtrate was combined, and water and methanol were evaporated to give an oil, which was distilled under vacuum at 300Pa.The fraction of 170-180 ° C was collected to obtain a yellowish oily liquid 259.4 g.Freezing point 29-30 ° C,Gas spectrum detection TADE content 99.65%,2-Amino-4,4'-dichlorodiphenyl ether 0.08%, TADE molar yield 89.48%.

References:

CN108218729,2018,A Location in patent:Paragraph 0010; 0022; 0023; 0025; 0027; 0029; 0031