Dimethyl Sulfoxide → 4-Amino-3-nitropyridin-2-ol

HRID 2214443Notes

Reaction equation

HRID 2214443 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](Cl)[C:3]=1[N+:9]([O-:11])=[O:10].CS(C)=[O:14]>O>[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([OH:14])[C:3]=1[N+:9]([O-:11])=[O:10]

Participants

4

Reactant 2

HCID 679Dimethyl SulfoxideHCID 109650142-Chloro-3-nitropyridin-4-amine

Product 1

HCID 1785079054-Amino-3-nitropyridin-2-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 18.0 g (104 mmol) of 4-amino-2-chloro-3-nitropyridine in 120 ml dimethylsulphoxide and 30 ml of water was stirred for four hours at 130° C. The solution was then cooled and left to stand overnight while cooling with ice. The product that crystallised out was suction filtered, washed with a little water and dried at 50° C.

Workup

  1. temperatureThe solution was then cooled
  2. waitleft
  3. temperaturewhile cooling with ice
  4. customThe product that crystallised out
  5. filtrationfiltered
  6. washwashed with a little water
  7. customdried at 50° C.

Sources & evidence

ORD record
ord-0d02813372554639ac88b95362e22626
Source dataset
uspto-grants-2006_09
Patent number
US07109192B2

Reaction notes

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