2,4-Dichloro-6-methyl-1,3,5-triazine → HCID 10809134, compound

HRID 1871357Notes

Reaction equation

HRID 1871357 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([CH3:9])[N:3]=1.[Br:10][C:11]1[CH:19]=[C:18]([CH:20]([CH3:22])[CH3:21])[CH:17]=[CH:16][C:12]=1[NH:13][CH2:14][CH3:15].C(N(C(C)C)CC)(C)C>O1CCOCC1>[Br:10][C:11]1[CH:19]=[C:18]([CH:20]([CH3:22])[CH3:21])[CH:17]=[CH:16][C:12]=1[N:13]([CH2:14][CH3:15])[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([CH3:9])[N:3]=1

Participants

5

Reactant 3

HCID 160832,4-Dichloro-6-methyl-1,3,5-triazineHCID 81531DiisopropylethylamineHCID 18323745HCID 18323745, compound

Product 1

HCID 10809134HCID 10809134, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Part B: 2,4-Dichloro-6-methyl-1,3,5-triazine (3 g, 18.29 mmol), 2-bromo-N-ethyl-4-isopropylaniline (6.07 g, 25.07 mmol) and diisopropylethylamine (3.2 g, 25.07 mmol) were dissolved in dioxane (60 mL) under N2 and refluxed three hours. The solvent was stripped and the residue was purified using flash chromatography (CH2Cl2, silica). to provide N-(2-bromo-4-isopropylphenyl)-N-ethyl-4-chloro-6-methyl-1,3,5-triazine-2-amine (4.58 g) as a clear oil in 68% yield.

Workup

  1. temperaturerefluxed three hours
  2. customthe residue was purified

Sources & evidence

ORD record
ord-da62aab68c91455db82bf95971e8dae7
Source dataset
uspto-grants-2000_08
Patent number
US06103737

Reaction notes

Loading…