Water → HCID 15068892, compound

HRID 2106731Notes

Reaction equation

HRID 2106731 reaction equation
[C:1]1([OH:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].Cl[C:19]1[CH:24]=[CH:23][N:22]=[CH:21][C:20]=1[N+:25]([O-:27])=[O:26].O>CN(C=O)C>[C:1]1([O:11][C:19]2[CH:24]=[CH:23][N:22]=[CH:21][C:20]=2[N+:25]([O-:27])=[O:26])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 962WaterHCID 70051-NaphtholHCID 11430Potassium CarbonateHCID 27357814-Chloro-3-nitropyridine

Product 1

HCID 15068892HCID 15068892, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To 50 ml of DMF was added 1-naphthol (11.25 g) and to this solution was added K2CO3 (20 g) portionwise. After stirring for 10 minutes at room temperature, 4-chloro-3-nitropyridine (11.2 g) in 60 ml of DMF was added dropwise. The reaction mixture was stirred for 4 hours at room temperature. The mixture was then poured into water and extracted with ethyl acetate. The organic layer was washed with water and dried (sat. NaCl, anhy. MgSO4).

Workup

  1. stirringThe reaction mixture was stirred for 4 hours at room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialdried (sat. NaCl

Sources & evidence

ORD record
ord-7c26af10fe0841509247e975882be821
Source dataset
uspto-grants-1990_06
Patent number
US04931457

Reaction notes

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