HCID 867097, compound → HCID 21942634, compound

HRID 2397869Notes

Reaction equation

HRID 2397869 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:14][N:13]=[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)[N:11]=2)=[CH:6][CH:5]=1)([O-])=O.[BH4-].[Na+].[S]>O1CCCC1>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:14][N:13]=[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)[N:11]=2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 867097HCID 867097, compoundHCID 4311764Sodium borohydrideHCID 5362487Sulfur

Product 1

HCID 21942634HCID 21942634, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 2.5 g (0.01 mole) of 5-(4-nitrophenyl)-3-(2-pyridyl)-1,2,4-oxadiazole in 200 ml of tetrahydrofuran is added slowly to a solution of NaBH2S3 which is prepared by stirring 0.36 g of NaBH4 and 0.96 g of sulfur in 50 ml of tetrahydrofuran for 0.5 hour. The reaction mixture is then refluxed for 24 hours. The mixture is filtered, cooled, and the solvent is evaporated in vacuo to give 1.0 g (42% yield) of the title compound.

Workup

  1. customis prepared
  2. temperatureThe reaction mixture is then refluxed for 24 hours
  3. filtrationThe mixture is filtered
  4. temperaturecooled
  5. customthe solvent is evaporated in vacuo

Sources & evidence

ORD record
ord-94b1003ba92d465a8cf0959f6bc6ef58
Source dataset
uspto-grants-1977_05
Patent number
US04022901

Reaction notes

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