Hydrogen Peroxide → HCID 59401307, compound

HRID 2060847Notes

Reaction equation

HRID 2060847 reaction equation
[CH:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([O:13][C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][N:15]=2)=[CH:5][CH:4]=1)=[O:2].C([O-])([O-])=[O:23].[K+].[K+].OO.O>CS(C)=O>[CH:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([O:13][C:14]2[CH:21]=[CH:20][C:17]([C:18]([NH2:19])=[O:23])=[CH:16][N:15]=2)=[CH:5][CH:4]=1)=[O:2]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 11430Potassium CarbonateHCID 59401379HCID 59401379, compound

Product 1

HCID 59401307HCID 59401307, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 6-(4-formylnaphthalen-1-yloxy)nicotinonitrile (Preparation 1) (3.83 g, 14.0 mmol) in DMSO (90 mL) was added K2CO3 (0.97 g, 7.0 mmol). The mixture was cooled to 0° C., H2O2 (27.5% w/v, 4.6 mL, 37.0 mmol) added dropwise and the reaction allowed to warm to rt. The mixture was poured into water (300 mL) and the resulting precipitate was filtered, washed with water and air dried to give the title compound which was used without further purification: RT=3.13 min; m/z (ES+)=292.9 [M+H]+.

Workup

  1. temperatureto warm to rt
  2. filtrationthe resulting precipitate was filtered
  3. washwashed with water and air
  4. customdried

Sources & evidence

ORD record
ord-7a1a52ad05094fc097b3165ec8bc7916
Source dataset
uspto-grants-2012_10
Patent number
US08278442B2

Reaction notes

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