m-Chloroperbenzoic acid → HCID 67400511, compound

HRID 471575Notes

Reaction equation

HRID 471575 reaction equation
[S:1]([NH:5][C:6]1[CH:13]=[CH:12][CH:11]=[C:10]([S:14][CH3:15])[C:7]=1[C:8]#[N:9])(=[O:4])(=[O:3])[NH2:2].C1C=C(Cl)C=C(C(OO)=[O:24])C=1>ClCCl>[S:1]([NH:5][C:6]1[CH:13]=[CH:12][CH:11]=[C:10]([S:14]([CH3:15])=[O:24])[C:7]=1[C:8]#[N:9])(=[O:3])(=[O:4])[NH2:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 67400359HCID 67400359, compound

Product 1

HCID 67400511HCID 67400511, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The mixture of 2-sulfamoylamino-6-(methylthio)benzonitrile (Example 104a) (48 mg, 0.2 mmol) and MCPBA (69 mg, 0.4 mmol) in dichloromethane (16 mL) was heated refluxed overnight. After cooling down, the precipitation was collected by filtration, rinsed with dichloromethane, dried in the air to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ 2.83 (s, 3H), 7.35 (brs, 2H), 7.72-6.69 (m, 2H), 7.92 (t, J=8.0 Hz, 1H), 9.87 (brs, 1H).

Workup

  1. temperaturewas heated
  2. temperaturerefluxed overnight
  3. temperatureAfter cooling down
  4. customthe precipitation
  5. filtrationwas collected by filtration
  6. washrinsed with dichloromethane
  7. customdried in the air

Sources & evidence

ORD record
ord-741907e5e3124b75b0c41e025ae2a1c3
Source dataset
uspto-grants-2014_01
Patent number
US08633186B2

Reaction notes

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