Methylamine → 2,6-Dichloro-N-methylpyridin-4-amine

HRID 17096

Reaction equation

HRID 17096 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[CH:5]=[C:4]([Cl:9])[N:3]=1.[CH3:10][NH2:11]>C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([NH:11][CH3:10])[CH:5]=[C:4]([Cl:9])[N:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 27665Pyridine, 2,4,6-trichloro-

Product 1

HCID 199573942,6-Dichloro-N-methylpyridin-4-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
22.5 °C

Procedure

2,4,6-Trichloropyridine (1800 g, 9.89 mol) was dissolved in ethanol (1800 mL). Methylamine 40% solution in ethanol (6.3 L) was added over 1 h and 40 min maintaining the reaction temperature between 20-25° C. The reaction was stirred for 14 hours at room temperature and concentrated. The product was filtered, washed with methyl t-butyl ether (1,500 ml) and dried to yield A1.6 (1200 g, 68%)

Workup

  1. concentrationconcentrated
  2. filtrationThe product was filtered
  3. washwashed with methyl t-butyl ether (1,500 ml)
  4. customdried
  5. customto yield A1.6 (1200 g, 68%)

Sources & evidence

ORD record
ord-336a37a99c754ec081c44405c93b39d8
Source dataset
uspto-grants-2010_06
Patent number
US07737279B2

Linked notes

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