Cyanuric chloride → HCID 22393492, compound

HRID 1454273Notes

Reaction equation

HRID 1454273 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].[NH2:10][C:11]1[CH:12]=[C:13]([CH:25]=[CH:26][C:27]=1[CH3:28])[C:14]([NH:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:15]>CC(C)=O>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([NH:10][C:11]2[CH:12]=[C:13]([CH:25]=[CH:26][C:27]=2[CH3:28])[C:14]([NH:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:15])[N:7]=1

Participants

4

Reactant 2

HCID 7954Cyanuric chlorideHCID 16793137HCID 16793137, compound

Product 1

HCID 22393492HCID 22393492, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Cyanuric chloride (0.74 g, 4.02 mL) was added to an acetone solution (15 mL) of 3-amino-4-methyl-N-phenethyl-benzamide (1.02 g, 4.02 mmol) at 0EC. The mixture was stirred for 1 h at 0EC. Ice was added to the mixture and stirred for 15 min. The solvent was removed to afford 3-(4,6-dichloro-[1,3,5]triazin-2-ylamino)-4-methyl N-phenethyl-benzamide (1.52 g, 94%) as white solid MS (m/z) calced for C19H17Cl2N5O (MH+), 402; found, 402.

Workup

  1. additionIce was added to the mixture
  2. stirringstirred for 15 min
  3. customThe solvent was removed

Sources & evidence

ORD record
ord-313a88bfc68f463bae835e66c583a065
Source dataset
uspto-grants-2009_01
Patent number
US07479495B2

Reaction notes

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