Potassium Carbonate → 5-[4-Chloro-6-(4-methyl-benzylamino)-[1,3,5]-triazin-2-ylamino]-3-methyl-imidazolidine-2,4-dione

HRID 1507057Notes

Reaction equation

HRID 1507057 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH:9][CH:10]2[NH:14][C:13](=[O:15])[N:12]([CH3:16])[C:11]2=[O:17])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][NH2:30])=[CH:27][CH:26]=1>CN(C)C=O.O.C(OCC)(=O)C>[Cl:8][C:6]1[N:7]=[C:2]([NH:30][CH2:29][C:28]2[CH:31]=[CH:32][C:25]([CH3:24])=[CH:26][CH:27]=2)[N:3]=[C:4]([NH:9][CH:10]2[NH:14][C:13](=[O:15])[N:12]([CH3:16])[C:11]2=[O:17])[N:5]=1

Participants

7

Reactant 3

HCID 11430Potassium CarbonateHCID 660354-MethylbenzylamineHCID 866980675-(4,6-Dichloro-[1,3,5]triazin-2-ylamino)-3-methyl-imidazolidine-2,4-dione

Product 1

HCID 866980665-[4-Chloro-6-(4-methyl-benzylamino)-[1,3,5]-triazin-2-ylamino]-3-methyl-imidazolidine-2,4-dione

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a stirred suspension of 5-(4,6-dichloro-[1,3,5]triazin-2-ylamino)-3-methyl-imidazolidine-2,4-dione (Example 1.3, Part D) (200 mg, 0.72 mmol) and potassium carbonate (219 mg, 1.59 mmol) in dimethylformamide (5 mL) at room temperature was added 4-methyl-benzylamine (0.1 mL, 0.79 mmol). The reaction mixture was stirred at 35° for 24 h and then diluted with water and ethyl acetate. The ethyl acetate layer was separated, dried and evaporated to give the crude product which was used directly in the next step.

Workup

  1. customThe ethyl acetate layer was separated
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-9dcb39a8e2734747835d57f1aea9f225
Source dataset
uspto-grants-2015_12
Patent number
US09221799B2

Reaction notes

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