HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 2-Amino-6-([2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole | HCID 610297 | — |
| Reactant | HCID 178510490 | HCID 178510490 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Amino-6-([2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile | HCID 44229643 | — |
Reaction Steps
765 mg (2.950 mmol) of 2-amino-6-sulfanyl-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile, together with 792 mg (3.245 mmol) of 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole and 744 mg (8.850 mmol) of sodium bicarbonate, were stirred in 15 ml DMF at room temperature for 1 h. The reaction mixture was added to 150 ml of acetonitrile, and 100 ml of water were then added. The resulting precipitate was filtered off and washed initially with a little acetonitrile and then with diethyl ether. Drying under reduced pressure gave 889 mg (53% of theory) of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426602B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-00fa1acd5a354b968d2d32d017872982 |
| Source note | uspto-grants-2013_04 |