Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Iodopyridine | HCID 70714 | — |
| Reactant | 1,2,3-Triazol-5(4)-one | HCID 21113144 | — |
| Reactant | HCID 53800217 | HCID 53800217 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86698141 | HCID 86698141 | — |
Reaction Steps
For 20 min, a weak stream of argon was passed through a mixture of 1.23 g (6.0 mmol) of 3-iodopyridine, 981 mg (5.0 mmol) of 5-methyl-4-[(4-methylpentan-2-ylidene)amino]-2,4-dihydro-3H-1,2,4-triazol-3-one (preparation cf. EP 511569, WO 1993/004050) and 1.037 g (7.5 mmol) of powdered potassium carbonate in 5 ml of N,N-dimethylformamide. 205 mg (1.0 mmol) of copper(I) iodide were then added, and under protective gas the mixture was heated at 150° C. for 2 hours. Analytically, by thin-layer chromatography, no more triazolinone starting material was found. With stirring, 5 ml of 25% strength ammonia solution and 10 ml of water were added to the cooled reaction mixture, which was then extracted three times in each case with 20 ml of ethyl acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09173396B2 |
|---|
| Source dataset | uspto-grants-2015_11 |
|---|
| ORD ID | ord-12dbd398048e4efcb1783bccfaf5f2cd |
|---|
| Source note | uspto-grants-2015_11 |
|---|
