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HCID 20070371, compound → 1-Propanol, 2-[(2-aminophenyl)amino]-2-methyl-

HRID 2292142
Notes
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Reaction equation

HRID 2292142 reaction equation
[OH:1][CH2:2][C:3]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-])=O)([CH3:5])[CH3:4]>C(O)C.[Pd]>[OH:1][CH2:2][C:3]([NH:6][C:7]1[C:8]([NH2:13])=[CH:9][CH:10]=[CH:11][CH:12]=1)([CH3:5])[CH3:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 20070371HCID 20070371, compound

Product 1

HCID 119615571-Propanol, 2-[(2-aminophenyl)amino]-2-methyl-Yield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

N-(1-Hydroxy-2-methylprop-2-yl)-2-nitroaniline (10 g) in ethanol (200 ml) was hydrogenated over 5% palladium on charcoal (0.5 g) at 50 p.s.i. for 2 hours. The reaction was filtered and the solvent removed under vacuum to yield N-(1-hydroxy-2-methylprop-2-yl)benzene 1,2-diamine (8.4 g, 98%).

Workup

  1. filtrationThe reaction was filtered
  2. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-3fbe53d520414a24ac3a540c5bbe68f0
Source dataset
uspto-grants-1989_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04801598

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes