2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE
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2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE
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CAS No:
82097-01-6
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Formula:
C8H10ClNO3S
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Chemical Name:
2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE
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Synonyms:
2-(2-Chloroethoxy)benzenesulfonamide;2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE;2-(2-Chloroethoxy)benzene sulfonamide;Benzenesulfonamide, 2-(2-chloroethoxy)-;(2-[2-Chloroethoxy]benzensulfonamide);PubChem10616;KSC495S6T;SCHEMBL8415243;CTK3J5969;DTXSID60547805
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CAS No:
2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE Use and Manufacturing
The preparation method is to add 4-chlorophenol, dichloroethane, catalyst and sodium hydroxide solution into the reaction kettle, heat and stir, and react for several hours to obtain 1-(4-chlorophenoxy)-2-chloroethyl The compound is sulfonated with chlorosulfonic acid dropwise at 0~5℃ in dichloroethane, the reaction temperature is 25~30℃, and the temperature is kept for 3 h to obtain 2-(β-chloroethoxy)-5-chlorobenzene Sulfonyl chloride. The compound is slowly added with 30% sodium hydroxide solution at 35~40℃, and the obtained 5-chloro-2-(β-chloroethoxy)benzenesulfonate sodium is at 40~60℃, using palladium/carbon as catalyst, Catalytic hydrogenation is carried out at a pressure of 100 kPa to remove the chlorine atom from the benzene ring, and 30% sodium hydroxide solution is continuously added to maintain the pH value between 9.5 and 11.5 to obtain sodium 2-(β-chloroethoxy)benzene sulfonate , Dilute with chlorobenzene, add catalyst DMF, and continuously pass in phosgene to maintain at 90℃ for 2~3 h to obtain 2-(β-chloroethoxy)benzenesulfonyl chloride, add moisture layer, and separate organic layer React with 30% ammonia solution to generate 2-(β-chloroethoxy)benzenesulfonamide chlorobenzene solution, which is heated to remove chlorobenzene to obtain finished product. It is also possible to use divinyl carbonate instead of 1, 2-dichloroethane for the reaction. In addition, 2-(β-chloroethoxy)-aniline can be used as the raw material to generate 2-(β-chloroethoxy)benzenesulfonyl chloride by diazotizing, adding sodium bisulfite and the catalyst copper sulfate and hydrochloric acid. , And then react with ammonia to produce finished products.
Intermediate for synthesis of sulfonylurea pesticides
Environmental transformation -> Pesticide transformation products (metabolite, successor)
CGA161149 is a known environmental transformation product of Triasulfuron.
Computed Properties
Molecular Weight:235.69
XLogP3:1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:235.0069920
Monoisotopic Mass:235.0069920
Topological Polar Surface Area:77.8
Heavy Atom Count:14
Complexity:262
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE
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