Cyanuric chloride → 4,6-Dichloro-2-(4-dimethylamino-2-methylquinolin-6-yl)amino-[1,3,5]triazine

HRID 2179920Notes

Reaction equation

HRID 2179920 reaction equation
[CH3:1][N:2]([CH3:15])[C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([NH2:13])[CH:11]=2)[N:6]=[C:5]([CH3:14])[CH:4]=1.[Cl:16][C:17]1[N:22]=[C:21](Cl)[N:20]=[C:19]([Cl:24])[N:18]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[Cl:16][C:17]1[N:18]=[C:19]([Cl:24])[N:20]=[C:21]([NH:13][C:10]2[CH:11]=[C:12]3[C:7](=[CH:8][CH:9]=2)[N:6]=[C:5]([CH3:14])[CH:4]=[C:3]3[N:2]([CH3:15])[CH3:1])[N:22]=1

Participants

5

Reactant 3

HCID 7954Cyanuric chlorideHCID 11430Potassium CarbonateHCID 179088824-Dimethylamino-6-aminoquinaldine

Product 1

HCID 224900144,6-Dichloro-2-(4-dimethylamino-2-methylquinolin-6-yl)amino-[1,3,5]triazineYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution containing 3 g of 4-dimethylamino-2-methylquinolin-6-amine, 2.75 g of 2,4,6-trichloro-s-triazine and 4 g of potassium carbonate in 300 ml of tetrahydrofuran is stirred overnight at room temperature, in a 1 l three-necked flask. The reaction medium is filtered, and then the filtrate is concentrated under reduced pressure; 5.1 g (98%) of 4,6-dichloro-2-(4-dimethylamino-2-methylquinolin-6-yl)amino-[1,3,5]triazine are thus obtained in the form of a brown solid whose characteristics are the following:

Workup

  1. filtrationThe reaction medium is filtered
  2. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-9d72d27f11584cf78c5e7187ccc9a430
Source dataset
uspto-grants-2005_05
Patent number
US06887873B2

Reaction notes

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