HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium thiocyanate → 2-[N-methyl-N-(4-trifluoromethoxylphenyl)amino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium thiocyanate | HCID 15666 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | n-Methyl-4-(trifluoromethoxy)aniline | HCID 737351 | — |
| Reactant | 2-Chloronicotinoyl chloride | HCID 2774541 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[N-methyl-N-(4-trifluoromethoxylphenyl)amino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one | HCID 23287642 | 80.6% |
Reaction Steps
The reaction procedure of Example 57 was followed except that 824 mg (5.23 mmol) of 2-chloronicotinoyl chloride, 10 ml of thionyl chloride, two droplets off DMF, 400 mg of ammonium thiocyanate, 10 ml of acetone, 1.0 g of N-methyl-4-trifluoromethoxyaniline and 10 ml of acetone were used. The resulting crude product was then recrystallized from ethanol to obtain 1.49 g of 2-[N-methyl-N-(4-trifluoromethoxylphenyl)amino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06133258 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-624f4fc3b6044c73ab48091c28236816 |
| Source note | uspto-grants-2000_10 |