Potassium Carbonate → HCID 21701979, compound

HRID 1596445Notes

Reaction equation

HRID 1596445 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1)#[N:2].C([O-])([O-])=O.[K+].[K+].[N+](C1C=C(S(O[CH2:32][CH:33]2[CH2:35][O:34]2)(=O)=O)C=CC=1)([O-])=O>CC#N>[N+:10]([C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][C:6]=1[O:9][CH2:32][CH:33]1[CH2:35][O:34]1)[C:1]#[N:2])([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 767584-Hydroxy-3-nitrobenzonitrileHCID 286836(Oxiran-2-yl)methyl 3-nitrobenzene-1-sulfonate

Product 1

HCID 21701979HCID 21701979, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
40 °C

Procedure

4-Cyano-2-nitrophenol (0.80 g; 4.9 mmol) and K2CO3 (0.68 g; 4.9 mmol) were refluxed in MeCN (40 mL) for 1 h. The solvent was removed on a rotary evaporator and the residue dissolved in DMF (10 mL). 2-{[(3-Nitrophenyl)sulfonyloxy]methyl}oxirane (1.2 g, 4.9 mmol; see Example B above) was added to the resultant solution. The solution was stirred at 40° C. for 12 h and filtered. The precipitate was washed with H2O to give the sub-title compound in a 65% yield.

Workup

  1. customThe solvent was removed on a rotary evaporator
  2. dissolutionthe residue dissolved in DMF (10 mL)
  3. filtrationfiltered
  4. washThe precipitate was washed with H2O

Sources & evidence

ORD record
ord-64152480c5174d1dbaf07f47f7f96388
Source dataset
uspto-grants-2001_09
Patent number
US06291475B1

Reaction notes

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