HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2077516Erstellt: 24. Oktober 2026
Sodium Carbonate Monohydrate → N-(7-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide
https://huagongshe.com/de/reaction/2077516
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate Monohydrate | HCID 2735133 | — |
| Edukt | 3-Fluoro-4-methoxyphenylboronic acid | HCID 2782194 | — |
| Edukt | N-(6-bromo-1,3-benzothiazol-2-yl)acetamide | HCID 3240669 | — |
| Edukt | N-(7-bromobenzo[d]thiazol-2-yl)acetamide | HCID 57584914 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | N-(7-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide | HCID 57584946 | — |
| Produkt | N-(6-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide | HCID 86627994 | — |
Reaktionsschritte
The mixture (302.6 mg, 1.116 mmol) of N-(7-bromobenzo[d]thiazol-2-yl)acetamide and N-(6-bromobenzo[d]thiazol-2-yl)acetamide, 3-fluoro-4-methoxyphenylboronic acid (298 mg, 1.75 mmol), sodium carbonate monohydrate (0.247 mL, 4.48 mmol), and dichlorobis(triphenylphosphine)palladium (II) (168 mg, 0.239 mmol) were suspended in 1,2-dimethoxyethane (3.5 mL), water (1.5 mL) and EtOH (1.0 mL). The reaction flask was fit with a reflux condensor and placed in a preheated oil bath (85° C.) and stirred under argon for 1 hour. The reaction was cooled to room temperature and allowed to stand overnight. It was then filtered through a Celite® (diatomaceous earth) pad, and the solid was washed with MeOH, DCM, and DME. The filtrate was concentrated and treated with DCM. The resulting precipitate was collected by filtration and the crude was further purified by HPLC to provide N-(7-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide and N-(6-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07928140B2 |
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| Quelldatensatz | uspto-grants-2011_04 |
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| ORD ID | ord-79222293d2ca422582a2e4ede6183025 |
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| Quellennotiz | uspto-grants-2011_04 |
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