Dimethyl Sulfoxide → 5-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzamide

HRID 128485

反応式

HRID 128485 の反応式
CS(C)=O.C(=O)([O-])[O-].[K+].[K+].[Cl:11][C:12]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:13]=1[OH:22].F[C:24]1[CH:25]=[CH:26][C:27]([N+:33]([O-:35])=[O:34])=[C:28]([CH:32]=1)[C:29]([NH2:31])=[O:30]>O>[Cl:11][C:12]1[CH:17]=[C:16]([C:18]([F:20])([F:21])[F:19])[CH:15]=[CH:14][C:13]=1[O:22][C:24]1[CH:25]=[CH:26][C:27]([N+:33]([O-:35])=[O:34])=[C:28]([CH:32]=1)[C:29]([NH2:31])=[O:30]

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 27366032-Chloro-4-(trifluoromethyl)phenolHCID 186681655-Fluoro-2-nitrobenzamide

生成物 1

HCID 153350195-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzamide収率 13.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a 100 ml flask fitted with a magnetic stirrer and drying tube is added dimethyl sulfoxide (50 ml), anhydrous potassium carbonate (3.6 g, 0.026 mole) and 2-chloro-4-trifluoromethylphenol (4.8 L g, 0.024 mole). This mixture is stirred at room temperature overnight. 5-Fluoro-2-nitrobenzamide (4.5 g, 0.024 mole) is added rapidly and the reaction mixture stirred at room temperature for 24 hours. The reaction mixture is poured into water (300 ml) and triturated with carbon tetrachloride (50 ml). The water and carbon tetrachloride insoluble solid is collected by filtration and dried under vacuum to afford 1.2 g of 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzamide, mp 139°-43° C. Anal. Calcd. for C14H8ClF3N2O4 : C, 46.62; H, 2.23; Cl, 9.83; N, 7.76. Found: C, 45.77; H, 2.30; Cl, 10.62; N, 7.91.

後処理

  1. customTo a 100 ml flask fitted with a magnetic stirrer
  2. customdrying tube
  3. stirringthe reaction mixture stirred at room temperature for 24 hours
  4. customtriturated with carbon tetrachloride (50 ml)
  5. filtrationThe water and carbon tetrachloride insoluble solid is collected by filtration
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-f80b141f54f940a7864c26280652765b
出典データセット
uspto-grants-1981_03
特許番号
US04259510

関連ノート

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