m-Chloroperbenzoic acid → HCID 86645706, compound

HRID 389067Notes

Reaction equation

HRID 389067 reaction equation
C1C=C(Cl)C=C(C(OO)=[O:9])C=1.[Br:12][C:13]1[CH:14]=[CH:15][C:16]2[C:17]3[S:25][C:24]([CH2:26][O:27][N:28]=[C:29]([CH3:31])[CH3:30])=[N:23][C:18]=3[CH:19]=[N:20][C:21]=2[CH:22]=1>C(Cl)(Cl)Cl>[Br:12][C:13]1[CH:14]=[CH:15][C:16]2[C:17]3[S:25][C:24]([CH2:26][O:27][N:28]=[C:29]([CH3:31])[CH3:30])=[N:23][C:18]=3[CH:19]=[N+:20]([O-:9])[C:21]=2[CH:22]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 86645707HCID 86645707, compound

Product 1

HCID 86645706HCID 86645706, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

mCPBA (5.50 g of 77% purity, 24.6 mmol) was added to a solution of acetone O-(7-bromo[1,3]thiazolo[4,5-c]quinolin-2-ylmethyl)oxime (3.44 g, 9.82 mmol) in chloroform (100 mL), and the reaction was stirred for 1.5 hours at room temperature and subsequently washed with aqueous sodium carbonate (100 mL of 10% w/w). The organic layer was dried over magnesium sulfate and filtered to provide a solution of acetone O-(7-bromo-5-oxido[1,3]thiazolo[4,5-c]quinolin-2-ylmethyl)oxime in chloroform.

Workup

  1. washsubsequently washed with aqueous sodium carbonate (100 mL of 10% w/w)
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationfiltered

Sources & evidence

ORD record
ord-e3f4887f28dc4d45811125634ce87be6
Source dataset
uspto-grants-2013_02
Patent number
US08378102B2

Reaction notes

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