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6-Methyl-5-nitro-2-(pyridin-2-yl)-1,3-benzoxazole → 6-Methyl-2-(pyridin-2-yl)-1,3-benzoxazol-5-amine

HRID 1287665
Notes
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Reaction equation

HRID 1287665 reaction equation
[CH3:1][C:2]1[C:16]([N+:17]([O-])=O)=[CH:15][C:5]2[N:6]=[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=3)[O:8][C:4]=2[CH:3]=1>C(O)C.[Pt]=O>[NH2:17][C:16]1[C:2]([CH3:1])=[CH:3][C:4]2[O:8][C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=3)=[N:6][C:5]=2[CH:15]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 127818726-Methyl-5-nitro-2-(pyridin-2-yl)-1,3-benzoxazole

Product 1

HCID 215056536-Methyl-2-(pyridin-2-yl)-1,3-benzoxazol-5-amineYield 87.8%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A suspension of 6-methyl-5-nitro-2-(2-pyridinyl)benzoxazole (10.0 g, 0.044 mole) and platinum oxide (1.0 g) in 150 ml of ethanol is hydrogenated over a period of 2 hours. The catalyst is separated by filtration and the ethanol removed under vacuum yielding 8.7 g of the title compound.

Workup

  1. customThe catalyst is separated by filtration
  2. customthe ethanol removed under vacuum

Sources & evidence

ORD record
ord-40965b7c61254712aa62f8b5df0e32d0
Source dataset
uspto-grants-1976_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03985755

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes