Pyridine → HCID 178419108, compound

HRID 704256Notes

Reaction equation

HRID 704256 reaction equation
C([S:20]/[CH:21]=[CH:22]\[C:23]1[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.N1C=CC=CC=1.[N+]([O-])([O-])=O.[Ag+:39]>O1CCCC1.CO>[N:25]1[CH:26]=[CH:27][CH:28]=[C:23](/[CH:22]=[CH:21]\[S:20][Ag:39])[CH:24]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 24470Silver NitrateHCID 13456947HCID 13456947, compound

Product 1

HCID 178419108HCID 178419108, compoundYield 109.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 3-[(Z)-2-(tritylthio)vinyl]pyridine (690 mg) in a mixture of tetrahydrofuran (3 ml), methanol (5 ml) and pyridine (0.147 ml) was dropwise added a solution of silver nitrate (371 mg) in methanol (20 ml) at ambient temperature. The reaction mixture was stirred at 40° C. in dark. The precipitate was collected, washed with methanol and dried over phosphorus pentoxide to give [(Z)-2-(3-pyridyl)vinylthio]silver (487 mg).

Workup

  1. customThe precipitate was collected
  2. washwashed with methanol
  3. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-5b4e041aceac47258b72c75a64e8e441
Source dataset
uspto-grants-1991_01
Patent number
US04985555

Reaction notes

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