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Hydrogen Peroxide → HCID 178513609, compound

HRID 1524864
Notes
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Reaction equation

HRID 1524864 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([CH:14]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:15]([O:17]C)=[O:16])[NH:12][CH:13]=2)=[CH:5][CH:4]=1)#[N:2].C(=O)([O-])[O-:27].[K+].[K+].OO.[O-2].[Mg+2]>CS(C)=O>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[N:10]=[C:11]([CH:14]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:15]([OH:17])=[O:16])[NH:12][CH:13]=2)=[CH:7][CH:8]=1)(=[O:27])[NH2:2]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 6850729Magnesium monoxideHCID 178499804HCID 178499804, compound

Product 1

HCID 178513609HCID 178513609, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 679
Dimethyl Sulfoxide
Solvent

Conditions

Temperature
2.5 °C

Procedure

The product from Example 56 Part A (0.99 g, 3.0 mmol) was dissolved in 10 mL of DMSO. Potassium carbonate (1.24 g, 9.0 mmol) was added. The mixture was cooled to 0-5° C. and 30% H2O2 (3.18 mL of 30% aqueous solution) was added, followed by magnesium oxide (0.24 g, 15 mmol). The cooling bath was removed and the mixture was stirred at RT under N2 for 4 h. The mixture was filtered to remove inorganic material. Water (30 mL) was added to the filtrate and the resulting mixture was stirred at rt for 40 min. The mixture was acidified with 1N HCl to pH 5. The precipitate formed was filtered and dried to afford 0.67 g of the acid (67%). MS 336.30 (M+H)+.

Workup

  1. customThe cooling bath was removed
  2. filtrationThe mixture was filtered
  3. customto remove inorganic material
  4. additionWater (30 mL) was added to the filtrate
  5. stirringthe resulting mixture was stirred at rt for 40 min
  6. customThe precipitate formed
  7. filtrationwas filtered
  8. customdried

Sources & evidence

ORD record
ord-e8046466f7c9498b85c243d04e4247e2
Source dataset
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09079860B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes