HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(1,3-Benzothiazol-2-yl)propan-2-one → 5-(1,3-Benzothiazol-2-yl)-4-(4-cyano-2-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(1,3-Benzothiazol-2-yl)propan-2-one | HCID 320294 | — |
| Reactant | (2Z)-3-Amino-2-butenenitrile | HCID 5325263 | — |
| Reactant | 4-Formyl-3-methoxybenzonitrile | HCID 16659251 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 5-(1,3-Benzothiazol-2-yl)-4-(4-cyano-2-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3-carbonitrile | HCID 67017994 | — |
Reaction Steps
150 mg (0.931 mmol) of the compound from example 3A, 178 mg (0.931 mmol) of 1-(1,3-benzo-thiazol-2-yl)acetone [Costa et al., J. Heterocycl. Chem. 28, 1541-1544 (1991)] and 76 mg (0.931 mmol) of 3-aminocrotononitrile are dissolved in 6 ml of isopropanol and stirred at the reflux temperature overnight. After cooling to room temperature, the volatile components are removed in a rotary evaporator. The crude product obtained in this way is recrystallized from acetonitrile. 40 mg (11% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404723B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-5a127e5df1cd4663b57cd001ba0bd306 |
| Source note | uspto-grants-2013_03 |