Process for the preparation of dibromohydroxypicolinonitrile
View Patent ↗4,6-Dibromo-3-hydroxypicolinonitrile may be prepared from furfural in a series of chemical steps selected from cyano-amination, amine salt formation and bromination-rearrangement.
1. A process for the preparation of the compound of Formula A
comprising the steps of:
a) creating a first mixture by combining together in a solvent an ammonia source, a cyanide source and a furan-2-aldehyde of Formula B
b) combining a brominating agent with the first mixture to form a second mixture; and
c) isolating the compound of Formula A from the second mixture.
2. The process of claim 1 wherein the brominating agent is bromine.
3. A process for the preparation of the compound of Formula A
comprising the steps of:
a) creating a first mixture by combining together in a solvent an ammonia source, a cyanide source and a furan-2-aldehyde of Formula B
b) isolating a compound of Formula C from the first mixture;
c) adding a mineral acid to the compound of Formula C to form a second mixture;
d) isolating a compound of Formula D from the second mixture;
wherein X is Br, HSO 4 , NO 3 or H 2 PO 4 ;
e) adding a brominating agent and water to the compound of Formula D to form a third mixture; and
f) isolating the compound of Formula A from the third mixture.
4. The process of claim 3 wherein the mineral acid is hydrobromic acid.
5. The process of claim 3 wherein X is Br.
6. The process of claim 3 wherein the brominating agent is bromine.
7. A process for the preparation of a compound of Formula A
comprising the steps of:
a) creating a mixture by combining together a brominating agent, water and a compound of Formula D
wherein X is Br, HSO 4 , NO 3 or H 2 PO 4 ; and
b) isolating the compound of Formula A from the mixture.
8. The process of claim 7 wherein X is Br.
9. The process of claim 7 wherein the brominating agent is bromine.
10. A process for the preparation of the compound of Formula A
which comprises the following steps:
a) creating a first mixture by combining together a brominating agent, water and the compound of Formula D
wherein X is Br, HSO 4 , NO 3 or H 2 PO 4 ;
b) isolating the compound of Formula J from the first mixture
c) creating a second mixture by combining a brominating agent and the compound of Formula J; and
d) isolating the compound of Formula A from the second mixture.
11. The process of claim 10 wherein X is Br.
12. The process of claim 10 wherein the brominating agent is bromine.