HCID 19696253, compound → HCID 19696236, compound

HRID 863496Notes

Reaction equation

HRID 863496 reaction equation
[NH2:1][C:2]1[C:3]([N+:16]([O-])=O)=[C:4]2[C:8](=[CH:9][C:10]=1[Br:11])[CH2:7][CH:6]([NH:12][C:13](=[O:15])[CH3:14])[CH2:5]2>O1CCCC1.[Ni]>[NH2:16][C:3]1[C:2]([NH2:1])=[C:10]([Br:11])[CH:9]=[C:8]2[C:4]=1[CH2:5][CH:6]([NH:12][C:13](=[O:15])[CH3:14])[CH2:7]2

Participants

4

Reactant 1

HCID 19696253HCID 19696253, compound

Product 1

HCID 19696236HCID 19696236, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

N-(5-Amino-6-bromo-4-nitro-indan-2-yl)-acetamide (0.7 g, 2.2 mmol) was dissolved in tetrahydrofuran (20 mL) and then treated with Raney nickel and stirred under a hydrogen atmosphere (1 atm) at room temperature for 1 h. The catalyst was removed by filtration through a celite pad, and washed repeatedly with methanol. The combined organic filtrate was removed by rotoevaporation to give a syrup that solidified upon standing. This product was used without further purification.

Workup

  1. customThe catalyst was removed by filtration through a celite pad
  2. washwashed repeatedly with methanol
  3. customThe combined organic filtrate was removed by rotoevaporation
  4. customto give a syrup that
  5. customThis product was used without further purification

Sources & evidence

ORD record
ord-0414004e538d4d9098518033545160ae
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

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