2-(Methylamino)ethanol → 2-(N-Methyl-N-(5-nitro-2-pyridyl)amino)ethanol

HRID 1285522Notes

Reaction equation

HRID 1285522 reaction equation
CO[C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][N:4]=1.[CH3:12][NH:13][CH2:14][CH2:15][OH:16]>O>[OH:16][CH2:15][CH2:14][N:13]([C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][N:4]=1)[CH3:12]

Participants

4

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 795252-Methoxy-5-nitropyridine

Product 1

HCID 1176762-(N-Methyl-N-(5-nitro-2-pyridyl)amino)ethanolYield 78%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 154 g (1 mole) of 2-methoxy-5-nitropyridine, 90 g (1.2 mole) of N-methylethanolamine and 200 ml of water is heated to reflux for 8 hours with stirring. After cooling, the solid substance is filtered off with suction, washed with water and is then dried in the vacuum. An intensively yellow dyed product is obtained with a melting point of 83°-4° C. and in a yield of 78% of theory.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 8 hours
  3. temperatureAfter cooling
  4. filtrationthe solid substance is filtered off with suction
  5. washwashed with water
  6. customis then dried in the vacuum
  7. customAn intensively yellow dyed product is obtained with a melting point of 83°-4° C. and in a yield of 78% of theory

Sources & evidence

ORD record
ord-1afab87f676c4ba38fec658479a689ff
Source dataset
uspto-grants-1986_01
Patent number
US04567272

Reaction notes

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