Cyanuric chloride → HCID 23501189, compound

HRID 841877Notes

Reaction equation

HRID 841877 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([Cl:9])[N:3]=1.[Cl:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=1[NH2:18].C([O-])([O-])=O.[K+].[K+]>O1CCOCC1>[Cl:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=1[NH:18][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([Cl:9])[N:3]=1

Participants

5

Reactant 3

HCID 7954Cyanuric chlorideHCID 11430Potassium CarbonateHCID 118462,6-Dichloroaniline

Product 1

HCID 23501189HCID 23501189, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2,4,6-trichloro-1,3,5-triazine (0.0266 mol) was added to 1,4-dioxane (50 ml) under Ar atmosphere. The solution was stirred until it became homogeneous, then 2,6-dichlorobenzenamine (0.0266 mol) and K2CO3 (0.0362 mol) were added. The reaction mixture was stirred at room temperature for 3 days. The solvent was evaporated. Water was added to the residue and the aqueous phase was extracted with CH2Cl2. The separated organic layer was washed with brine, dried with potassium carbonate, filtered and the filtrate was evaporated, yielding 7.52 g (91.2%) of N-(2,6-dichlorophenyl)-4,6-dichloro-1,3,5-triazin-2-amine (interm. 4).

Workup

  1. stirringThe reaction mixture was stirred at room temperature for 3 days
  2. customThe solvent was evaporated
  3. additionWater was added to the residue
  4. extractionthe aqueous phase was extracted with CH2Cl2
  5. washThe separated organic layer was washed with brine
  6. dry with materialdried with potassium carbonate
  7. filtrationfiltered
  8. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-32302ddc390548a1850ccb497ad1259f
Source dataset
uspto-grants-2002_04
Patent number
US06372729B1

Reaction notes

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