Acetone → HCID 89961693, compound

HRID 1521594Notes

Reaction equation

HRID 1521594 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH2:8]SCC)[CH:7]=1.O[O:13][S:14]([O-:16])=O.[K+].[CH3:18][C:19](C)=O>>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH2:8][S:14]([CH2:18][CH3:19])(=[O:16])=[O:13])[CH:7]=1

Participants

4

Reactant 3

HCID 180AcetoneHCID 23707502Potassium hydroxy sulfiteHCID 70977846HCID 70977846, compound

Product 1

HCID 89961693HCID 89961693, compound

Procedure

To a solution of the title compound from Example 62 Step B (96 mg, 0.41 mmol) in acetone (2.0 mL) was added OXONE® (763 mg, 1.24 mmol). The reaction was stirred at room temperature overnight, then filtered and concentrated under reduced pressure to provide the title compound: LCMS m/z 265.91 [M+2+H]+; 1H NMR (500 MHz, CDCl3) δ 8.72 (s, 1H), 8.53 (s, 1H), 8.00 (s, 1H), 4.19 (s, 2H), 2.96 (q, J=7.4, 2H), 1.43 (t, J=7.4, 3H).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5d7c23849ae5490fa00898342a06e8db
Source dataset
uspto-grants-2015_07
Patent number
US09073929B2

Reaction notes

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