2-Methyl-4-nitroaniline → 5-Tert-butyl-2'-methyl-4'-nitrosalicylanilide

反応式

[C:1]([C:5]1[CH:13]=[C:9]([C:10]([OH:12])=O)[C:8]([OH:14])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:15][C:16]1[CH:22]=[C:21]([N+:23]([O-:25])=[O:24])[CH:20]=[CH:19][C:17]=1[NH2:18].P(Cl)(Cl)Cl>C1(C)C(C)=CC=CC=1>[C:1]([C:5]1[CH:13]=[C:9]([C:10]([NH:18][C:17]2[CH:19]=[CH:20][C:21]([N+:23]([O-:25])=[O:24])=[CH:22][C:16]=2[CH3:15])=[O:12])[C:8]([OH:14])=[CH:7][CH:6]=1)([CH3:2])([CH3:3])[CH3:4]

参加物

実験手順

A solution of 9.7 g of 5-tert-butylsalicylic acid and 7.6 g of 2-methyl-4-nitroaniline in 120 ml of xylene is heated at 65° to 70° C. To a reaction solution is added a solution of 2.6 g of phosphorus trichloride in 30 ml of xylene. The whole mixture is refluxed for 2 hours. The hot reaction solution is decanted. The supernatant solution is cooled on an ice bath. The crystalline precipitate is collected by filtration. Recrystallization from methanol gives 11.5 g of the title compound as pale yellow needles, melting at 202°-204° C.