Hydrogen Peroxide → HCID 59733659, compound

HRID 252227Notes

Reaction equation

HRID 252227 reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]#[N:8])=[CH:4][C:3]=1[S:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([Br:16])[CH:11]=1.[OH:17]O>CC(O)=O>[Br:1][C:2]1[S:6][C:5]([C:7]#[N:8])=[CH:4][C:3]=1[S:9]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([Br:16])[CH:11]=1)=[O:17]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 59733684HCID 59733684, compound

Product 1

HCID 59733659HCID 59733659, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 5-Bromo-4-(3-bromo-phenylsulfanyl)-thiophene-2-carbonitrile (Example 25: step g; 292 mg, 0.78 mmol) in AcOH (3 mL), 30% H2O2 (85 μL, 0.94 mmol) was added slowly and warmed to 50° C. for 2 hours. The reaction was concentrated and then dissolved in EtOAc and washed with water. The organic layer was dried (MgSO4) and concentrated. The compound was used without further purification. 1H-NMR (CDCl3): δ 7.87-7.85 (1H, m), 7.64 (2H, t, J=10.1, Hz), 7.57 (1H, s), 7.41 (1H, t, 7.91 Hz).

Workup

  1. concentrationThe reaction was concentrated
  2. dissolutiondissolved in EtOAc
  3. washwashed with water
  4. dry with materialThe organic layer was dried (MgSO4)
  5. concentrationconcentrated
  6. customThe compound was used without further purification

Sources & evidence

ORD record
ord-7823cd8aa5d648b4936e8728866b2e77
Source dataset
uspto-grants-2011_01
Patent number
US07868023B2

Reaction notes

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