Potassium Hydroxide → Lamotrigine

HRID 1873057Notes

Reaction equation

HRID 1873057 reaction equation
[Cl:1][C:2]1[C:3]([Cl:12])=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([C:7]#[N:8])=O.C(=O)(O)O.[NH2:17][NH:18][C:19]([NH2:21])=[NH:20].[OH-].[K+]>>[NH2:20][C:19]1[N:18]=[N:17][C:5]([C:4]2[CH:9]=[CH:10][CH:11]=[C:2]([Cl:1])[C:3]=2[Cl:12])=[C:7]([NH2:8])[N:21]=1

Participants

4

Reactant 3

HCID 14797Potassium HydroxideHCID 2735968(2,3-Dichlorophenyl)oxoacetonitrileHCID 178513185HCID 178513185, compound

Product 1

HCID 3878Lamotrigine

Procedure

There is disclosed an improved process for the preparation of 3,5-diamino-6-(2,3-dichlorophenyl)-1,2,4-triazine which process comprises the step of reacting 2,3-dichlorobenzoylchloride with cuprous cyanide in presence of acetonitrile and a cosolvent to produce dichlorobenzoyl cyanide, said dichlorobenzoyl cyanide is reacted with aminoguanidine bicarbonate to produce an intermediate product, which is cyclized in presence of aqueous potassium hydroxide to produce 3,5-diamino-6-(2,3-dichlorophenyl)-1,2,4-triazine.

Workup

  1. customto produce an intermediate product, which

Sources & evidence

ORD record
ord-9af8b3e91bdd4b26a75118f1460d896c
Source dataset
uspto-grants-2000_08
Patent number
US06111101

Reaction notes

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