1,4-Dioxane → HCID 66917677, compound

HRID 1817994Notes

Reaction equation

HRID 1817994 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][N:12]1[C:17]2[C:18]([N+:22]([O-])=O)=[CH:19][CH:20]=[CH:21][C:16]=2[O:15][CH2:14][C:13]1=[O:25].O1CCOCC1>CO.[Pd]>[NH2:22][C:18]1[C:17]2[N:12]([CH2:11][C:2]3[CH:3]=[CH:4][C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[CH:1]=3)[C:13](=[O:25])[CH2:14][O:15][C:16]=2[CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 312751,4-DioxaneHCID 66917751HCID 66917751, compound

Product 1

HCID 66917677HCID 66917677, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-naphthalen-2-ylmethyl-5-nitro-4H-benzo[1,4]oxazin-3-one, I-59 (0.65 g) in methanol (30 mL) and dioxane (7.0 mL) was hydrogenated in presence of 10% Pd—C at 45 psi for 22 h. Reaction mixture was filtered and the filtrate was concentrated to give 5-Amino-4-naphthalen-2-ylmethyl-4H-benzo[1,4]oxazin-3-one, I-60 (620 mg).

Workup

  1. customReaction mixture
  2. filtrationwas filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-c6dd70e59d5e44d8ac0c0b45e1f32a82
Source dataset
uspto-grants-2009_10
Patent number
US07598397B2

Reaction notes

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