Water → 5-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzamide

HRID 128486

反応式

HRID 128486 の反応式
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:10][C:9]=1[OH:18].C([N:21](CC)[C:22](=[O:33])[C:23]1[CH:28]=[C:27](F)[CH:26]=[CH:25][C:24]=1[N+:30]([O-:32])=[O:31])C.O>CS(C)=O.C1C=CC=CC=1.CCCCCC>[Cl:7][C:8]1[CH:13]=[C:12]([C:14]([F:16])([F:17])[F:15])[CH:11]=[CH:10][C:9]=1[O:18][C:27]1[CH:26]=[CH:25][C:24]([N+:30]([O-:32])=[O:31])=[C:23]([CH:28]=1)[C:22]([NH2:21])=[O:33]

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 27366032-Chloro-4-(trifluoromethyl)phenolHCID 12999068N,N-diethyl-5-fluoro-2-nitrobenzamide

生成物 1

HCID 153350195-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzamide収率 81.6%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒2 回HCID 110624Benzene hexane溶媒

実験手順

To a 100 ml flask fitted with a magnetic stirrer and drying tube is added dimethyl sulfoxide (30 ml), anhydrous potassium carbonate (7.55 g, 0.054 mole) and 2-chloro-4-trifluoromethylphenol (10.3 g, 0.052 mole). The mixture is stirred at room temperature overnight. A solution of N,N-diethyl-5-fluoro-2-nitrobenzamide (12.5 g, 0.052 mole) in dimethyl sulfoxide (20 ml) is then added rapidly and the reaction mixture is stirred at room temperature for 60 hours. The reaction mixture is poured into water (500 ml) and the product extracted into carbon tetrachloride (4×100 ml), the combined extracts are dried over anhydrous magnesium sulfate and the solvent removed under vacuum to afford 15.3 g of 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzamide (75% yield) Recrystallization from benzene/hexane affords substantially pure product mp. 75°-79° C. Elemental anal, Calcd. for C18H16ClF3N2O4 : C, 51.80; H, 3.88; Cl, 8.55; F, 13.68; N, 6.73. Found: C, 52.03; H, 3.90; Cl, 8.54; F, 13.59; N, 6.83.

後処理

  1. customTo a 100 ml flask fitted with a magnetic stirrer
  2. customdrying tube
  3. stirringthe reaction mixture is stirred at room temperature for 60 hours
  4. extractionthe product extracted into carbon tetrachloride (4×100 ml)
  5. dry with materialthe combined extracts are dried over anhydrous magnesium sulfate
  6. customthe solvent removed under vacuum
  7. customto afford

出典と根拠

ORDレコード
ord-58e228bb23604395be2422d3b310d73b
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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