HCID 10543413, compound → HCID 19104812, compound

HRID 1197766Notes

Reaction equation

HRID 1197766 reaction equation
[NH2:1][C:2]1[C:20]([N+:21]([O-])=O)=[CH:19][C:5]2[N:6]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][N+:13]=3[O-])[CH2:7][C:8]([CH3:11])([CH3:10])[O:9][C:4]=2[CH:3]=1>C(O)C.[C].[Pd]>[NH2:21][C:20]1[C:2]([NH2:1])=[CH:3][C:4]2[O:9][C:8]([CH3:11])([CH3:10])[CH2:7][N:6]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=3)[C:5]=2[CH:19]=1

Participants

4

Reactant 1

HCID 10543413HCID 10543413, compound

Product 1

HCID 19104812HCID 19104812, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a suspension of 948 mg 2-(7-amino-3,4-dihydro-2,2-dimethyl-6-nitro-2H-1,4-benzoxazin-4-yl)pyridine N-oxide in 180 ml ethanol, 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 6,7-diamino-3,4-dihydro-2,2-dimethyl-4-(2-pyridyl)-2H-1,4-benzoxazine. 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-9a7c6d1d15bc4c11b8996078bc5a8ca4
Source dataset
uspto-grants-1994_01
Patent number
US05278158

Reaction notes

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