Aniline → 3,6-dichloro-N-phenyl-1,2,4-triazin-5-amine

HRID 1472101Notes

Reaction equation

HRID 1472101 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:8][C:9]1[N:10]=[N:11][C:12]([Cl:16])=[C:13](Cl)[N:14]=1.C(N(CC)CC)C>C(Cl)Cl>[Cl:8][C:9]1[N:10]=[N:11][C:12]([Cl:16])=[C:13]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:14]=1

Participants

5

Reactant 3

HCID 6115AnilineHCID 8471TriethylamineHCID 122624033,5,6-Trichloro-1,2,4-triazine

Product 1

HCID 130554593,6-dichloro-N-phenyl-1,2,4-triazin-5-amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Aniline (205 mg, 2.2 mmol) and 3,5,6-trichloro-1,2,4-triazine (2.7 mmol) in CH2Cl2, is added triethylamine (3 mmol). The reaction mixture is stirred at room temperature until formation of the desired product. Solvent is removed under reduced pressure. The residue can be purified by silica gel flash chromatography.

Sources & evidence

ORD record
ord-1d3d4ae851a341edbb79802b87956927
Source dataset
uspto-grants-2015_04
Patent number
US09012462B2

Reaction notes

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