Sodium borohydride → HCID 22097164, compound

HRID 1458790Notes

Reaction equation

HRID 1458790 reaction equation
[C:1]([NH:4][C:5]1[C:10]([NH:11][C:12](=[O:14])[CH3:13])=[CH:9][C:8]([Cl:15])=[C:7]([N+:16]([O-])=O)[CH:6]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>C(O)C.O.S([O-])([O-])(=O)=O.[Cu+2]>[C:1]([NH:4][C:5]1[C:10]([NH:11][C:12](=[O:14])[CH3:13])=[CH:9][C:8]([Cl:15])=[C:7]([NH2:16])[CH:6]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 2

HCID 4311764Sodium borohydrideHCID 22097084HCID 22097084, compound

Product 1

HCID 22097164HCID 22097164, compoundYield 94%

Reagents, catalysts & solvents 3

HCID 24462Copper SulfateCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 4 g (14.7 mmol) of 4,5-diacetamido-1-chloro-2-nitrobenzene in 200 ml of ethanol were added a solution of 0.4 g of copper(II) sulfate×5H2O in 2 ml of water and subsequently, a little at a time, 1.1 g (29.4 mmol) of sodium borohydride. The mixture was refluxed for 3 hours and subsequently filtered. The filtrate was concentrated, and the crude product was washed with water and methylene chloride. Workup of the organic phase gave a yield of 94% of the product.

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. filtrationsubsequently filtered
  3. concentrationThe filtrate was concentrated
  4. washthe crude product was washed with water and methylene chloride

Sources & evidence

ORD record
ord-6d03aeda5ce6484fba307c8e4f519350
Source dataset
uspto-grants-1998_12
Patent number
US05852017

Reaction notes

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