2-Ethyl-4-nitro-1,3-benzoxazole → 2-Ethyl-1,3-benzoxazol-4-amine

HRID 1727239Notes

Reaction equation

HRID 1727239 reaction equation
[CH2:1]([C:3]1[O:4][C:5]2[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[C:6]=2[N:7]=1)[CH3:2]>[Pd].CO>[CH2:1]([C:3]1[O:4][C:5]2[C:6](=[C:8]([NH2:12])[CH:9]=[CH:10][CH:11]=2)[N:7]=1)[CH3:2]

Participants

4

Reactant 1

HCID 120715882-Ethyl-4-nitro-1,3-benzoxazole

Product 1

HCID 120715892-Ethyl-1,3-benzoxazol-4-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-ethyl-4-nitro-1,3-benzoxazole is hydrogenated under a pressure of 8 bars in the presence of 10% palladium on carbon (0.01 eq.) using methanol as a solvent. The catalyst is separated by filtration and the methanol is eliminated under reduced pressure. The residue is taken up in ethyl ether in order to produce a pale violet solid which is collected by filtration and dried. Melting point: 46° C.

Workup

  1. customThe catalyst is separated by filtration
  2. customto produce a pale violet solid which
  3. filtrationis collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-a602fb235e474a978bc841e1748858a2
Source dataset
uspto-grants-2009_02
Patent number
US07495021B2

Reaction notes

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