P-Xylene → N-(3-(3-methoxy-5-nitrophenylamino)quinoxalin-2-yl)-3-nitrobenzenesulfonamide

HRID 336798

反応式

HRID 336798 の反応式
Cl[C:2]1[C:3]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=2)(=[O:15])=[O:14])=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH3:25][O:26][C:27]1[CH:28]=[C:29]([CH:31]=[C:32]([N+:34]([O-:36])=[O:35])[CH:33]=1)[NH2:30].CC1C=CC(C)=CC=1>C(Cl)Cl>[CH3:25][O:26][C:27]1[CH:28]=[C:29]([NH:30][C:2]2[C:3]([NH:12][S:13]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=3)(=[O:15])=[O:14])=[N:4][C:5]3[C:10]([N:11]=2)=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:31]=[C:32]([N+:34]([O-:36])=[O:35])[CH:33]=1

参加物

5

反応物 3

HCID 7809P-XyleneHCID 27595983-Methoxy-5-nitroanilineHCID 5007601N-(3-chloroquinoxalin-2-yl)-3-nitrobenzenesulfonamide

生成物 1

HCID 56601996N-(3-(3-methoxy-5-nitrophenylamino)quinoxalin-2-yl)-3-nitrobenzenesulfonamide収率 42%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
140 °C

実験手順

N-(3-chloroquinoxalin-2-yl)-3-nitrobenzenesulfonamide (700 mg, 1.92 mmol), 3-methoxy-5-nitroaniline (645 mg, 3.84 mmol) and p-xylene (7 mL) were combined and heated to 140° C., then stirred for 16 hours at 130° C. The reaction was allowed to cool, placed in a sep. funnel, diluted with DCM, and washed with 2M HCl and brine and concentrated in vacuo. The resulting solid was washed with Et2O to give N-(3-(3-methoxy-5-nitro-phenylamino)quinoxalin-2-yl)-3-nitrobenzenesulfonamide (400 mg, 42%). MS (EI) m/z for C21H16N6O7S: 496.94 (MH+).

後処理

  1. temperatureto cool
  2. washwashed with 2M HCl and brine
  3. concentrationconcentrated in vacuo
  4. washThe resulting solid was washed with Et2O

出典と根拠

ORDレコード
ord-6c8076cdb86d43ccbf6e3a0bad6e4e4d
出典データセット
uspto-grants-2014_11
特許番号
US08889664B2

関連ノート

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