7-Methyl-6-nitro-1,3-benzoxazol-2(3H)-one → 6-Amino-7-methyl-1,3-benzoxazol-2(3H)-one

HRID 1262398Notes

Reaction equation

HRID 1262398 reaction equation
[CH3:1][C:2]1[C:10]2[O:9][C:8](=[O:11])[NH:7][C:6]=2[CH:5]=[CH:4][C:3]=1[N+:12]([O-])=O>CO.[Pd]>[NH2:12][C:3]1[CH:4]=[CH:5][C:6]2[NH:7][C:8](=[O:11])[O:9][C:10]=2[C:2]=1[CH3:1]

Participants

4

Reactant 1

HCID 574160587-Methyl-6-nitro-1,3-benzoxazol-2(3H)-one

Product 1

HCID 574160466-Amino-7-methyl-1,3-benzoxazol-2(3H)-oneYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

7-Methyl-6-nitro-3H-benzoxazol-2-one (0.895 g, 4.61 mmol) was hydrogenated in Methanol (30.0 mL) over 10% Palladium on Carbon (50% Wet) (0.135 g, 0.0634 mmol) under an atmosphere of Hydrogen (30 psi) for 2 h. The mixture was filtered through Celite, washed with MeOH and conc. in vacuo to afford 6-Amino-7-methyl-3H-benzoxazol-2-one (0.74 g, 98%).

Workup

  1. filtrationThe mixture was filtered through Celite
  2. washwashed with MeOH and conc. in vacuo

Sources & evidence

ORD record
ord-00ea8acc5d0f4263b29f003c812fe5a2
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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