HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → rac-[(5-Chloro-1,3-benzothiazol-2-yl)thio](phenyl)acetic Acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Bromo(phenyl)acetic acid | HCID 97919 | — |
| Edukt | HCID 178527796 | HCID 178527796 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | rac-[(5-Chloro-1,3-benzothiazol-2-yl)thio](phenyl)acetic Acid | HCID 12928398 | 70% |
Reaktionsschritte
To a solution of 5-chloro-2-mercaptobenzothiazole (38 g, 0.188 mol) in methylene chloride (750 mL) was added α-bromophenylacetic acid (38 g, 0.177 L mol) and triethylamine (38.5 g, 53 mL, 0.38 mol). The mixture was heated to reflux overnight. The clear solution was evaporated in vacuo and the residue was taken up in ethyl acetate, washed with dilute hydrochloric acid solution, then with water and finally dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo to a small volume and treated with n-hexane whereby the product crystallized out. Filtration yielded the product as a beige crystalline compound (41 g, 70%), m.p. 184°-185° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04866082 |
| Quelldatensatz | uspto-grants-1989_09 |
| ORD ID | ord-d0a985991e584ee596db388be46e5347 |
| Quellennotiz | uspto-grants-1989_09 |