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Table 2 Results of the synthesis of 2-arylaminonicotinic acids derivatives 3(b–l) 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