2,4-Dichloro-1,3,5-triazine → 4-chloro-N-[4-(dimethylphosphoryl)phenyl]-1,3,5-triazin-2-amine

HRID 921424Notes

Reaction equation

HRID 921424 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([P:8](=[O:11])([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[Cl:12][C:13]1[N:18]=[C:17](Cl)[N:16]=[CH:15][N:14]=1>CN(C)C(=O)C.C(N(C(C)C)CC)(C)C>[Cl:12][C:13]1[N:18]=[CH:17][N:16]=[C:15]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([P:8]([CH3:9])([CH3:10])=[O:11])=[CH:6][CH:7]=2)[N:14]=1

Participants

5

Reactant 2

HCID 178102,4-Dichloro-1,3,5-triazineHCID 206345534-(Dimethylphosphoryl)aniline

Product 1

HCID 866688174-chloro-N-[4-(dimethylphosphoryl)phenyl]-1,3,5-triazin-2-amine

Reagents, catalysts & solvents 2

HCID 31374DimethylacetamideSolventHCID 81531DiisopropylethylamineSolvent

Procedure

A suspension of 4-amino-dimethylphenylphosphine oxide (3.7 g, 2.2 mmol) in 15 mL of N,N-Dimethylacetamide and 3.6 mL of Diisopropylethylamine, can be stirred at room temperature for 15 minutes until a clear solution is obtained. 2,4-Dichloro-1,3,5-triazine (2.6 mmol) is added in four portions over 5 minutes. The reaction mixture is stirred at 60 degrees for 1 hour. The reaction mixture is cooled to room temperature, filtered and purified by prep-HPLC.

Workup

  1. customis obtained
  2. stirringThe reaction mixture is stirred at 60 degrees for 1 hour
  3. temperatureThe reaction mixture is cooled to room temperature
  4. filtrationfiltered
  5. custompurified by prep-HPLC

Sources & evidence

ORD record
ord-6d365099ddb94aef96028e7d62a878d2
Source dataset
uspto-grants-2016_03
Patent number
US09273077B2

Reaction notes

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