5-Nitro-2-propoxyaniline → 2,4-Diaminopropoxybenzene

HRID 2404751Notes

Reaction equation

HRID 2404751 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:11][CH2:12][CH2:13][CH3:14])=[C:8]([NH2:10])[CH:9]=1)([O-])=O>CC#N>[CH2:12]([O:11][C:7]1[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][C:8]=1[NH2:10])[CH2:13][CH3:14]

Participants

3

Reactant 1

HCID 111185-Nitro-2-propoxyaniline

Product 1

HCID 1536932,4-Diaminopropoxybenzene

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Propoxybenzene-1,3-diamine (D-5) was synthesized following the general scheme above starting from 5-nitro-2-propoxy-phenylamine. Yield (79%). HPLC ret. time 0.54 min, 10-99% CH3CN, 5 min run; ESI-MS 167.5 m/z (MH+).

Workup

  1. customYield (79%)

Sources & evidence

ORD record
ord-a685ae86a57c4735836b6b8c1bb7917e
Source dataset
uspto-grants-2014_08
Patent number
US08802700B2

Reaction notes

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