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

HRID 921437Notes

Reaction equation

HRID 921437 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-779657e0fc8f464396e93bb69d395efb
Source dataset
uspto-grants-2016_03
Patent number
US09273077B2

Reaction notes

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