HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trifluoroacetic acid → 7-Aminonaphtho[2,1-d]thiazole-2-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trifluoroacetic acid | HCID 6422 | — |
| Edukt | Thioanisole | HCID 7520 | — |
| Edukt | tert-Butyl (2-cyanonaphtho[2,1-d]thiazol-7-yl)carbamate | HCID 131737225 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 7-Aminonaphtho[2,1-d]thiazole-2-carbonitrile | HCID 117604234 | 94,8% |
Reaktionsschritte
To a stirred solution of tert-butyl (2-cyanonaphtho[2,1-d]thiazol-7-yl)carbamate (72 mg, 0.22 mmol) and thioanisole (0.5 mL) in 2 mL of DCM in an ice bath, 2 mL of trifluoroacetic acid was added. After 1 h, the reaction was concentrated under reduced pressure, and the product (47 mg, 94%) was isolated by silica gel chromatography eluting with 0→75% EtOAc in heptanes. 1H NMR (CD2Cl2) d 8.01 (d, 1H); 7.90 (dt, 1H); 7.76 (d, 1H); 7.09-7.16 (m, 2H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09447450B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-322ac2bbe2cc4c8b95d0a482635efc12 |
| Quellennotiz | uspto-grants-2016_09 |