Dimethylformamide → HCID 9884526, compound

HRID 1418874Notes

Reaction equation

HRID 1418874 reaction equation
[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].CN(C)C=O.C(=O)([O-])[O-].[K+].[K+].[NH2:19][C:20]1[N:25]=[C:24](Cl)[N:23]=[C:22]([C:27]2[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=2[Cl:34])[N:21]=1>O>[NH2:19][C:20]1[N:25]=[C:24]([N:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4])[N:23]=[C:22]([C:27]2[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=2[Cl:34])[N:21]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8113DiethanolamineHCID 11430Potassium CarbonateHCID 12852450HCID 12852450, compound

Product 1

HCID 9884526HCID 9884526, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 9.2 g of diethanolamine, 200 ml of N,N-dimethylformamide, and 15 g of anhydrous potassium carbonate was added 20 g of 2-amino-4-chloro-6-(2,5-dichlorophenyl)-1,3,5-triazine with stirring at room temperature and the mixture was further stirred at room temperature for 7 hours. This reaction mixture was diluted with 2L (liters) of water with stirring and then stirred for 1 hour. The resulting crystal crop was harvested by filtration, rinsed with water, and dried to obtain 24 g of white crystals. Those crystals were recrystallized from methanol, collected by filtration, and dried to provide 21 g of the title compound as white crystals. m.p. 199°-200° C.

Workup

  1. stirringthe mixture was further stirred at room temperature for 7 hours
  2. stirringwith stirring
  3. stirringstirred for 1 hour
  4. filtrationThe resulting crystal crop was harvested by filtration
  5. washrinsed with water
  6. customdried

Sources & evidence

ORD record
ord-ddc217f204a743459b9e9034748b295f
Source dataset
uspto-grants-1999_03
Patent number
US05885993

Reaction notes

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