HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1032855Erstellt: 25. Oktober 2026
4-Chlorophenol → 1-Chloro-4-(2-chloroethoxy)benzene
https://huagongshe.com/reaction/1032855
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | 4-Chlorophenol | HCID 4684 | — |
| Edukt | Phosgene | HCID 6371 | — |
| Edukt | Ethylene carbonate | HCID 7303 | — |
| Edukt | 2-(4-Chlorophenoxy)ethanol | HCID 15907 | — |
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | 2-(2-Chloroethoxy)benzene-1-sulfonamide | HCID 13729454 | — |
| Produkt | 1-Chloro-4-(2-chloroethoxy)benzene | HCID 83034 | — |
Reaktionsschritte
A process for the preparation of 2-(2-chloroethoxy)-benzenesulfonamide of formula I ##STR15## which process comprises the etherification of 4-chlorophenol of formula II ##STR16## with ethylene carbonate at a temperature between +130° C. and +150° C. and chlorination of the resulting 4-(2-hydroxyethoxy)-chlorobenzene of formula III ##STR17## with phosgene or thionyl chloride at a temperature between +70° C. and +90° C. to give 4-(2-chloroethoxy)-chlorobenzene of formula IV ##STR18## which is converted with chlorosulfonic acid, at a temperature between -20° C. and +60° C. and subsequent neutralizaion with sodium hydroxide to the sulfonic acid sodium salt of formula V ##STR19## which is hydrogenated at a temperature between +20° C. and +70° C. to the compound of formula VI ##STR20## which is subsequently reacted with phosgene at a temperature between +60° C. and +120° C. to the sulfonic acid chloride of formula VII ##STR21## which is reacted with ammonia at a temperature between 0° C. and +100° C. to the sulfonamide of formula I.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04959501 |
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| Quelldatensatz | uspto-grants-1990_09 |
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| ORD ID | ord-9d6f71393fab4efa83bf6fe72ca1d068 |
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| Quellennotiz | uspto-grants-1990_09 |
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