Sodium borohydride → HCID 19081394, compound

HRID 963200Notes

Reaction equation

HRID 963200 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[CH:9]([S:12][CH3:13])[C:8](=[N:14][C:15]2[CH:20]=[CH:19]N=CC=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+]>CO>[C:1]([N:5]1[C:10](=[O:11])[C:9]([S:12][CH3:13])=[C:8]([NH:14][CH2:15][C:20]2[CH:19]=[CH:10][N:5]=[CH:1][CH:2]=2)[CH:7]=[N:6]1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 19081381HCID 19081381, compound

Product 1

HCID 19081394HCID 19081394, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into 7 ml of an absolute methanol solution of 0.91 g of 2-tert-butyl-4-methylthio-5-(4-pyridylimino)pyridazin-3-(2H)-one, 0.07 g of sodium borohydride was added in a few times under cooling with ice. The mixture was stirred for 20 minutes. Methanol was distilled off under reduced pressure, and the residue was extracted with ethyl acetate. The extract was washed twice with water and dried over anhydrous sodium sulfate. Then, ethyl acetate was distilled off under reduced pressure, and the residue was subjected to column chromatography. Using an eluent (n-hexane:ethyl acetate=1:9), 0.58 g of the desired product (Compound No. 7) having a melting point of 107° to 110° C. was obtained.

Workup

  1. temperatureunder cooling with ice
  2. distillationMethanol was distilled off under reduced pressure
  3. extractionthe residue was extracted with ethyl acetate
  4. washThe extract was washed twice with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThen, ethyl acetate was distilled off under reduced pressure
  7. customwas obtained

Sources & evidence

ORD record
ord-fc13a6c008da4a2f8e5ebbeeb6c77b09
Source dataset
uspto-grants-1998_06
Patent number
US05763439

Reaction notes

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