HCID 10852879, compound → HCID 15857215, compound

HRID 1197770Notes

Reaction equation

HRID 1197770 reaction equation
[NH2:1][C:2]1[C:3]([N+:21]([O-])=O)=[CH:4][C:5]2[O:10][C:9]([CH3:12])([CH3:11])[CH2:8][N:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N+:14]=3[O-:19])[C:6]=2[CH:20]=1>C(O)(=O)C.[C].[Pd]>[NH2:1][C:2]1[C:3]([NH2:21])=[CH:4][C:5]2[O:10][C:9]([CH3:12])([CH3:11])[CH2:8][N:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N+:14]=3[O-:19])[C:6]=2[CH:20]=1

Participants

4

Reactant 1

HCID 10852879HCID 10852879, compound

Product 1

HCID 15857215HCID 15857215, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of 549 mg 2-(6-amino-3,4-dihydro-2,2-dimethyl-7-nitro-2H-1,4-benzoxazin-4-yl)pyridine N-oxide in 30 ml acetic acid, was added a catalytic amount of 10% palladium-carbon powder, and catalytic hydrogenation was performed at ordinary temperature and pressure. The catalyst was filtered off from the reaction mixture, and the solvent was distilled off from the filtrate, thus giving crude 2-(6,7-diamino-3,4-dihydro-2,2-dimethyl-2H-1,4-benzoxazin-4-yl)pyridine N-oxide. This product was immediately used for the succeeding reaction.

Workup

  1. filtrationThe catalyst was filtered off from the reaction mixture
  2. distillationthe solvent was distilled off from the filtrate

Sources & evidence

ORD record
ord-294ce371096048148c470f6505d33da7
Source dataset
uspto-grants-1994_01
Patent number
US05278158

Reaction notes

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