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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