HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 3-Amino-2-chloro-4-methyl-6-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 5-Amino-4-methyl-2-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyridine | HCID 86062445 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Amino-2-chloro-4-methyl-6-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyridine | HCID 23150006 | 44.4% |
Reaction Steps
1.0 g of 5-amino-4-methyl-2-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyridine was introduced to 10 ml of N,N-dimethylformamide, and 0.56 g of N-chlorosuccinic acid imide was added thereto at room temperature. The resulting solution was heated to 60 degree centigrade, stirred for 1 hour, and then poured into water and extracted with ethyl acetate. The solution was dried over anhydrous magnesium sulfate, and then the solvent was removed under a reduced pressure to obtain a residue. The resulting residue was purified by silica gel column chromatography using an eluent (development solvent; hexane:ethyl acetate=10:1) to obtain 0.50 g of the desired product (Yield: 44%) as brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163804B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-53dbf46c531f4f47aa1a8c0f5831feb3 |
| Source note | uspto-grants-2012_04 |