Reaction #1379885

ord-6672bf43af12435085795e8adabcb4e9

Reaction equation

OCCNCCO
diethanolamine
COc1ccc([N+](=O)[O-])c(Cl)n1
2-chloro-3-nitro-6-methoxypyridine
C1COCCO1
dioxane
COc1ccc([N+](=O)[O-])c(N(CCO)CCO)n1
yellow powder
Yield 74.0%
COc1ccc([N+](=O)[O-])c(N(CCO)CCO)n1
2-[(2-hydroxyethyl)(6-methoxy-3-nitro-2-pyridyl)amino]ethanol
Yield 74.0%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureThe mixture is refluxed for 2 hours
  2. 2
    workup.STIRRINGwith stirring
  3. 3
    OtherThe precipitate formed
  4. 4
    Filtrationis filtered off by suction
  5. 5
    Otherdried

Procedure

1.9 g (0.01 mol) of the product 2-chloro-3-nitro-6-methoxypyridine, 30 ml of dioxane, 5 ml of water and 2.1 ml (0.02 mol) of diethanolamine are placed in a fully equipped round-bottomed flask. The mixture is refluxed for 2 hours with stirring and is then poured onto an ice/water mixture with stirring. The precipitate formed is filtered off by suction and dried. 1.9 g of yellow powder are obtained, ie a yield of 74%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07238211B2uspto-grants-2007_07