Sodium Thiosulfate → HCID 178435171, compound

HRID 1696703Notes

Reaction equation

HRID 1696703 reaction equation
[Br-:1].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C([O:41][C:42]1[N:47]=[CH:46][C:45]([CH2:48][C:49](=O)[CH3:50])=[CH:44][CH:43]=1)C1C=CC=CC=1.S([O-])([O-])(=[O:54])=S.[Na+].[Na+]>C1COCC1>[Br:1][CH:49]([CH3:50])[C:48]([C:45]1[CH:46]=[N:47][C:42]([OH:41])=[CH:43][CH:44]=1)=[O:54]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 17977687Phenyltrimethylammonium bromide dibromideHCID 67276504HCID 67276504, compound

Product 1

HCID 178435171HCID 178435171, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

Phenyltrimethylammonium tribromide (9.28 g) was added to a THF solution of the compound (5.67 g, 23.5 mmol) synthesized in the above (2), and stirred at 80° C. for 3 hours. Aqueous saturated sodium thiosulfate solution was added to the reaction liquid, and extracted three times with chloroform. After dried with magnesium sulfate, this was concentrated under reduced pressure. The obtained residue was crystallized from ethyl acetate and hexane to obtain the entitled compound (2.3 g, 42%) as a white solid.

Workup

  1. extractionextracted three times with chloroform
  2. dry with materialAfter dried with magnesium sulfate
  3. concentrationthis was concentrated under reduced pressure
  4. customThe obtained residue was crystallized from ethyl acetate and hexane

Sources & evidence

ORD record
ord-c8a4f7f8fdd44047b5dff3db79722eca
Source dataset
uspto-grants-2012_04
Patent number
US08163770B2

Reaction notes

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