Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | HCID 15022941 | HCID 15022941 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15022944 | HCID 15022944 | 33.8% |
Reaction Steps
In a manner similar to Example 7, the reaction of 0.50 g (0.0013 mole) of 2-chloro-3-[2,4-dichloro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenyl]propionic acid (Compound A2) with 5 mL of thionyl chloride produced a residue. To this residue was added 0.50 g (0.0052 mole) of methanesulfonamide. The mixture was stirred and heated at 120° C. for two hours. The mixture was cooled, diluted with methylene chloride, and a resultant precipitate was removed by filtration. The filtrate was washed with water. The organic phase was dried over anhydrous magnesium sulfate, filtered, and the filtrate evaporated under reduced pressure to give 0.21 g of N-methylsulfonyl-2-chloro-3-[2,4-dichloro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenyl]propionamide as a foam, Compound A25 of Table 1A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05035740 |
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| Source dataset | uspto-grants-1991_07 |
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| ORD ID | ord-0e29bf3d1ce4407791cc8a77989a37b5 |
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| Source note | uspto-grants-1991_07 |
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