HCID 22097147, compound → HCID 22097138, compound

HRID 861520Notes

Reaction equation

HRID 861520 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:18])[C:8](=[O:17])[N:9]2[CH2:12][C:13]([O:15][CH3:16])=[O:14])=[CH:4][C:3]=1[N+:19]([O-])=O>CN(C)C=O.[Ni]>[NH2:19][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:2]=1[Cl:1])[N:9]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[C:8](=[O:17])[C:7](=[O:18])[NH:6]2

Participants

4

Reactant 1

HCID 22097147HCID 22097147, compound

Product 1

HCID 22097138HCID 22097138, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 6228DimethylformamideSolvent

Procedure

10 g (30.5 mmol) of 7-chloro-1-(methoxycarbonylmethyl)-6-nitro-2,3(1H,4H)-quinoxalinedione were dissolved in 300 ml of dimethylformamide and, after addition of 5 g of Raney nickel, hydrogenated under 1 bar at room temperature. The mixture was then filtered and the filtrate was concentrated under reduced pressure to yield 8.6 g (95%) of the product. Melting point>260° C.

Workup

  1. customat room temperature
  2. filtrationThe mixture was then filtered
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f2a9e1724c1046e5bbf9e684b3a716e1
Source dataset
uspto-grants-1998_02
Patent number
US05714489

Reaction notes

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