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4-Fluoro-2-methyl-6-nitroaniline → 5-Fluoro-3-methylbenzene-1,2-diamine

HRID 1953768
Notes
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Reaction equation

HRID 1953768 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([N+:9]([O-])=O)[C:5]([NH2:6])=[C:4]([CH3:12])[CH:3]=1>O1CCCC1.[Ni]>[NH2:6][C:5]1[C:7]([NH2:9])=[CH:8][C:2]([F:1])=[CH:3][C:4]=1[CH3:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 103748424-Fluoro-2-methyl-6-nitroaniline

Product 1

HCID 232979765-Fluoro-3-methylbenzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

25 g (0.147 mol) of 4-fluoro-2-methyl-6-nitroaniline in 250 ml of tetrahydrofuran are hydrogenated at about 34° C. for 2 hours in the presence of 8 g of Raney nickel. The reaction mixture is then filtered off and concentrated. The title compound is obtained as a brown oil.

Workup

  1. filtrationThe reaction mixture is then filtered off
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-6a9a47c2f2b24015a1fcf9fa351f4736
Source dataset
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06117873

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes