Water → 4,6-dichloro-N-methyl-1,3,5-triazin-2-amine

HRID 1671752Notes

Reaction equation

HRID 1671752 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([Cl:9])[N:3]=1.[NH2:10][CH3:11].O.[OH-].[Na+]>CC#N.O>[Cl:9][C:4]1[N:5]=[C:6]([Cl:8])[N:7]=[C:2]([NH:10][CH3:11])[N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6329MethylamineHCID 7954Cyanuric chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 3122014,6-dichloro-N-methyl-1,3,5-triazin-2-amine

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Conditions

Temperature
0 °C

Procedure

A mixture of 2,4,6-trichloro-1,3,5-triazine (4.27 g, 17.46 mmol) in a solution of CH3CN:H2O (1:1, 28.6 mL) was cooled to 0° C. A solution of 30% NH2Me in H2O (17.46 mmol) was added. The reaction mixture was adjusted to pH of about 9-10 using 1N NaOH. The pH was maintained at about 9-10 for 15 minutes. LCMS analysis showed the complete consumption of the 2,4,6-trichloro-1,3,5-triazine. The crude product was used in the next step. MS (ES+): m/e 178.9 [M+H]+.

Workup

  1. temperatureThe pH was maintained at about 9-10 for 15 minutes
  2. customthe complete consumption of the 2,4,6-trichloro-1,3,5-triazine

Sources & evidence

ORD record
ord-ec0f16aa4ca04cbb83246b8a1c0cb2da
Source dataset
uspto-grants-2011_08
Patent number
US07994317B2

Reaction notes

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