2-Amino-6-chloropyridine-3,5-dicarbonitrile → 2-Aminopyridine-3,5-dicarbonitrile

HRID 4446

Reaction equation

HRID 4446 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([C:10]#[N:11])=[C:4](Cl)[N:3]=1>C1CCCCC1.CCOC(C)=O>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([C:10]#[N:11])=[CH:4][N:3]=1

Participants

3

Reactant 1

HCID 2959012-Amino-6-chloropyridine-3,5-dicarbonitrile

Product 1

HCID 2959122-Aminopyridine-3,5-dicarbonitrileYield 73%

Reagents, catalysts & solvents 1

HCID 21867204Cyclohexane ethylacetateSolvent

Procedure

2-Amino-3,5-dicyanopyridine (5) was prepared from 3 using the procedure described below for the preparation of 5 except that 5 was recrystallised from MeCN [methyl cyanide; acetonitrile) (instead of EtOH). The yield was 73% (7.00 g from 12.0 g (67.2 mmol) of 3] of product homogeneous on TLC (cyclohexane-EtOAc, 1:1); mp 220° C. dec; 1H NMR (Me2SO-d6) δ7.90 (s, NH2), 8.40 and 8.58 (two d, 4-H and 6H, J=2 Hz).

Workup

  1. customdescribed below for the preparation of 5 except that 5
  2. customwas recrystallised from MeCN [methyl cyanide

Sources & evidence

ORD record
ord-f59a2889ea174bf0ac3472c52a9f95d2
Source dataset
uspto-grants-1988_02
Patent number
US04725687

Linked notes

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