Ammonium Hydroxide → HCID 67157055, compound

HRID 549125Notes

Reaction equation

HRID 549125 reaction equation
C1C=C(Cl)C=C(C(OO)=[O:9])C=1.[Br:12][C:13]1[CH:22]=[C:21]2[C:16]([C:17]3[N:25]4[CH:26]([CH3:31])[CH2:27][CH2:28][O:29][CH2:30][C:24]4=[N:23][C:18]=3[CH:19]=[N:20]2)=[CH:15][CH:14]=1.[OH-].[NH4+]>C(Cl)(Cl)Cl>[Br:12][C:13]1[CH:22]=[C:21]2[C:16]([C:17]3[N:25]4[CH:26]([CH3:31])[CH2:27][CH2:28][O:29][CH2:30][C:24]4=[N:23][C:18]=3[CH:19]=[N+:20]2[O-:9])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 70297m-Chloroperbenzoic acidHCID 67156407HCID 67156407, compound

Product 1

HCID 67157055HCID 67157055, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

MCPBA (4.39 g of 77% purity, 25 mmol) was added to a solution of 3-bromo-12-methyl-11,12-dihydro-8H,10H-[1,4]oxazepino[4′,3′:1,2]imidazo[4,5-c]quinoline (2.6 g, 7.8 mmol) in chloroform (20 mL), and the reaction mixture was stirred overnight at room temperature. Aqueous ammonium hydroxide was added. The aqueous layer was separated and extracted twice with chloroform. The combined organic fractions were concentrated under reduced pressure and further dried under high vacuum to provide 3-bromo-12-methyl-5-oxido-11,12-dihydro-8H,10H-[1,4]oxazepino[4′,3′:1,2]imidazo[4,5-c]quinoline.

Workup

  1. customThe aqueous layer was separated
  2. extractionextracted twice with chloroform
  3. concentrationThe combined organic fractions were concentrated under reduced pressure
  4. customfurther dried under high vacuum

Sources & evidence

ORD record
ord-97c5c5cdab144cb087651a735ea4a98a
Source dataset
uspto-grants-2011_05
Patent number
US07943609B2

Reaction notes

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