Hydrogen Peroxide → 6-(4-Formylbenzo[b]thiophen-7-yloxy)nicotinamide

HRID 2060879Notes

Reaction equation

HRID 2060879 reaction equation
[CH:1]([C:3]1[C:11]2[CH:10]=[CH:9][S:8][C:7]=2[C:6]([O:12][C:13]2[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][N:14]=2)=[CH:5][CH:4]=1)=[O:2].C([O-])([O-])=[O:22].[K+].[K+].OO.O>CS(C)=O>[CH:1]([C:3]1[C:11]2[CH:10]=[CH:9][S:8][C:7]=2[C:6]([O:12][C:13]2[CH:20]=[CH:19][C:16]([C:17]([NH2:18])=[O:22])=[CH:15][N:14]=2)=[CH:5][CH:4]=1)=[O:2]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 11430Potassium CarbonateHCID 594013616-(4-Formylbenzo[b]thiophen-7-yloxy)nicotinonitrile

Product 1

HCID 594013816-(4-Formylbenzo[b]thiophen-7-yloxy)nicotinamide

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

6-(4-Formylbenzo[b]thiophen-7-yloxy)nicotinonitrile (Preparation 70) (111 mg, 0.42 mmol) was added to K2CO3 (29 mg, 0.21 mmol) in DMSO (3 mL) followed by H2O2 solution (0.42 mL, 0.42 mmol). After 3 h water was added and the resulting solid filtered and air-dried to give the title compound: RT=2.93 min; m/z (ES+)=283.3 [M+H]+.

Workup

  1. filtrationthe resulting solid filtered
  2. customair-dried

Sources & evidence

ORD record
ord-ff27da153eb447ad834d716f7c7082de
Source dataset
uspto-grants-2012_10
Patent number
US08278442B2

Reaction notes

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