Sodium Hydroxide → HCID 178509072, compound
Reaction equation
C([NH:9][C:10]1[NH:14][N:13]=[C:12]([S:15]([NH:18][C:19]2[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:20]=2[F:26])(=[O:17])=[O:16])[N:11]=1)(=O)C1C=CC=CC=1.[OH-].[Na+]>>[NH2:9][C:10]1[NH:14][N:13]=[C:12]([S:15]([NH:18][C:19]2[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:20]=2[F:26])(=[O:17])=[O:16])[N:11]=1Participants
Procedure
A mixture of 16.9 g (0.045 mole) of 5-benzoylamino-N-(2,6-difluorophenyl)-1,2,4-triazole-3-sulfonamide and 75 ml of 6N sodium hydroxide was heated to reflux for a total of 4 hours. The resulting solution was treated with decolorizing carbon, filtered, and acidified with hydrochloric acid. The solids that formed were collected by filtration and dried to obtain a total of 14.8 g of crude product. This material was taken up dilute aqueous sodium hydroxide, treated again with decolorizing carbon, filtered and acidified to pH 5.0. The resulting slurry was chilled and the solids collected by filtration and dried to obtain 9.0 g of the title compound as a white solid, m.p. 255°-257° (dec.). The carbon nmr spectrum was consistent with the assigned structure and the melting point with that in the art.
Workup
- temperaturewas heated
- temperatureto reflux for a total of 4 hours
- additionThe resulting solution was treated with decolorizing carbon
- filtrationfiltered
- customThe solids that formed
- filtrationwere collected by filtration
- customdried
- customto obtain a total of 14.8 g of crude product
- additiontreated again with decolorizing carbon
- filtrationfiltered
- temperatureThe resulting slurry was chilled
- filtrationthe solids collected by filtration
- customdried
Sources & evidence
- ORD record
- ord-b13d9e5639f245299e8c020e03a22a76
- Source dataset
- uspto-grants-1995_04
- Patent number
- US05410065
Reaction notes
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