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

HRID 1678413Notes

Reaction equation

HRID 1678413 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].[CH3:10][NH2:11].[OH-].[Na+]>CC#N.O>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([NH:11][CH3:10])[N:7]=1

Participants

5

Reactant 3

HCID 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 cyanuric chloride (184 mg, 1.00 mmol, 1.00 equiv) in CH3CN/H2O (1/1, 33 ml) was cooled to 0° C. Methylamine (40 w % in H2O) (0.252 ml, 3.25 mmol, 1.00 equiv) was added. The reaction mixture was adjusted to a pH of about 9-10 using 1 N NaOH. After being stirred at 0° for 10 min, the reaction was complete. The resulting suspension was used in the next step without workup or purification.

Workup

  1. customThe resulting suspension was used in the next step without workup or purification

Sources & evidence

ORD record
ord-fbcf945f2ac0480fba66f17fa64b1835
Source dataset
uspto-grants-2011_08
Patent number
US08008483B2

Reaction notes

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