Hydrogen Peroxide → HCID 58976985, compound

HRID 601061Notes

Reaction equation

HRID 601061 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]([O:15][CH3:16])=[C:11]([CH:14]=2)[C:12]#[N:13])[N:5]=[C:4]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:3]=1.C([O-])([O-])=[O:25].[K+].[K+].OO.C([O-])([O-])=O.[Na+].[Na+]>CS(C)=O.O>[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]([O:15][CH3:16])=[C:11]([CH:14]=2)[C:12]([NH2:13])=[O:25])[N:5]=[C:4]([NH:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:3]=1

Participants

7

Reactant 4

HCID 784Hydrogen Peroxide2×HCID 10340Sodium CarbonateHCID 11430Potassium CarbonateHCID 58976999HCID 58976999, compound

Product 1

HCID 58976985HCID 58976985, compoundYield 380.1%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

To a stirred solution of 5-(5-amino-3-phenylamino-[1,2,4]triazol-1-yl)-2-methoxy-benzonitrile (20 mg, 0.065 mMol) and K2CO3 (2 mg) in DMSO (0.3 mL), at r.t., add a solution of 30% aq. H2O2, (0.3 mL). After 1 h, add additional 30% aq. H2O2 (0.15 mL). After 40 min, water is added along with 5% aq. Na2CO3 and the mixture is stirred for several minutes. The solid was collected and rinsed with several portions of water and dried in vacuo to provide a white solid (18 mg, 0.055 mMol, 85% yield). 1H NMR 500 MHz (dmso) 8.82 (s, 1H), 7.93 (d, 1H), 7.71 (br s, 1H), 7.63 (dd, 1H), 7.60 (br s, 1H), 7.52 (d, 2H), 7.25 (d, 1H), 7.19 (t, 2H), 6.75 (t, 1H), 6.28 (br s, 2H), 3.93 (s, 3H) ppm. LC/MS: Rt=2.27 min, (M+H)=325.2

Workup

  1. waitAfter 40 min
  2. customThe solid was collected
  3. washrinsed with several portions of water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-16318059af7f4f2d9c65609d09d26ec9
Source dataset
uspto-grants-2011_03
Patent number
US07902239B2

Reaction notes

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