Tetrahydrofuran → HCID 22100435、化合物
反応式
[NH2:1][CH:2]1[CH2:11][C:10]2[C:5](=[CH:6][C:7]([O:12][CH3:13])=[CH:8][CH:9]=2)[O:4][CH2:3]1.[CH2:14]([C:16]1[C:17](=[O:22])[NH:18][CH2:19][C:20]=1[CH3:21])[CH3:15].C1C[O:26][CH2:25]C1>>[CH2:14]([C:16]1[C:17](=[O:22])[N:18]([C:25]([NH:1][CH:2]2[CH2:11][C:10]3[C:5](=[CH:6][C:7]([O:12][CH3:13])=[CH:8][CH:9]=3)[O:4][CH2:3]2)=[O:26])[CH2:19][C:20]=1[CH3:21])[CH3:15]参加物
実験手順
8.43 g (52 mmol) of N,N'-carbonyldiimidazole were added to a solution of 8.2 g (46 mmol) of 3-amino-7-methoxychroman in 60 ml of THF. During this operation, the solution became warm. After the solution had been stirred at room temperature for one hour, it was evaporated in vacuo. The residue was melted together with 6.51 g (52 mmol) of 3-ethyl-4-methyl-3-pyrrolin-2-one at 160°-170° C. for 1.5 to 2 hours and the mixture was then chromatographed over silica gel using the eluting agent ethyl acetate/petroleum ether 3:1. The main fraction was evaporated and the residue was recrystallized from methanol. 3-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)-7-methoxychroman of melting point 118°-119° C. was obtained. This product was introduced by the customary procedure into chlorosulfonic acid which had been cooled to -15° C. The mixture was allowed to come to room temperature and was subsequently stirred for 1 hour. After customary work-up, the sulfochloride was converted into the sulfonamide as described in Example 1. 3-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)-6-sulfamoyl-7-methoxychroman had a melting point of 225°-227° C.
後処理
- temperatureDuring this operation, the solution became warm
- customit was evaporated in vacuo
- customthe mixture was then chromatographed over silica gel using the eluting agent ethyl acetate/petroleum ether 3:1
- customThe main fraction was evaporated
- customthe residue was recrystallized from methanol
出典と根拠
- ORDレコード
- ord-167b86611f144b588fb57f31ff9ba68d
- 出典データセット
- uspto-grants-1998_12
- 特許番号
- US05849755
反応ノート
読み込み中…