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Table 2 Results of the synthesis of 2-arylaminonicotinic acids derivatives 3(bl) under solvent-free conditions

From: An improved solvent-free synthesis of flunixin and 2-(arylamino) nicotinic acid derivatives using boric acid as catalyst

      
Entry Anilines Products Time (min) Yielda (%) Mp (°C)
1 2-Chloroaniline 3b 20 62 213–215 [212–214] [28]
2 2,6-Dichloroaniline 3c 60 25 264–267 [266–267] [29]
3 3,4-Dichloroaniline 3d 25 72 258–260 [260] [30]
4 2,3-Dichloroaniline 3e 25 58 256 [256–258] [5]
5 2,4-Dimethylaniline 3f 10 92 225–227 [225] [31]
6 3-Nitroaniline 3g 30 90 218–219 [216–218] [32]
7 4-Nitroaniline 3h 60 28 274–275 [272–274] [29]
8 1-Naphthylamine 3i 30 85 191–194 [193–194] [33]
9 2-Aminophenol 3j 25 88 230–232 [230–232] [34]
10 Methylamine 3k
11 Buthylamine 3l
12 Phenylethylamine 3m [228–230] [35]
  1. Reaction conditions: amines (2 mmol), nicotinic acid (1 mmol), and 20 mg H3BO3 at 120 °C under solvent-free condition
  2. aThe yields refer to the isolated product