Lamotrigine → (2,3-Dichlorophenyl)oxoacetonitrile

HRID 1873056Notes

Reaction equation

HRID 1873056 reaction equation
NC1N=N[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[C:10]=2[Cl:16])=[C:6](N)[N:7]=1.ClC1C(Cl)=CC=CC=1C(Cl)=[O:21]>C(#N)C>[Cl:15][C:11]1[C:10]([Cl:16])=[C:9]([CH:14]=[CH:13][CH:12]=1)[C:5]([C:6]#[N:7])=[O:21]

Participants

4

Reactant 2

HCID 3878LamotrigineHCID 179442,3-Dichlorobenzoyl chloride

Product 1

HCID 2735968(2,3-Dichlorophenyl)oxoacetonitrile

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

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.

Sources & evidence

ORD record
ord-ec7a7d8dbb2b4369a5c5c956fe8ffa38
Source dataset
uspto-grants-2000_08
Patent number
US06111101

Reaction notes

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