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

HRID 1678425Notes

Reaction equation

HRID 1678425 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].C[C:11]#[N:12].NC.[OH-].[Na+]>O>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([NH:12][CH3:11])[N:7]=1

Participants

6

Reactant 4

HCID 6329MethylamineHCID 6342AcetonitrileHCID 7954Cyanuric chlorideHCID 14798Sodium Hydroxide

Product 1

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a suspension of cyanuric chloride (3.00 g, 16.3 mmol, 1.00 equiv) in 1:1 CH3CN:H2O (27 mL) at 0° C. was added NH2Me (2.0 M solution in THF, 8.13 mL, 16.3 mmol, 1.00 equiv). The mixture was treated with 1 N NaOH to maintain a pH of 9-10, and the resulting suspension was stirred for 5 min at 0° C. This material was used in the next step without workup or purification. MS (ES+): m/e 178.9 [M+H]+.

Workup

  1. temperatureto maintain a pH of 9-10
  2. customThis material was used in the next step without workup or purification

Sources & evidence

ORD record
ord-8583e933c2b84fb0a48d89bea93f488d
Source dataset
uspto-grants-2011_08
Patent number
US08008483B2

Reaction notes

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