2,4-Dinitroanisole → 2,4-Diaminoanisole

HRID 1805009Notes

Reaction equation

HRID 1805009 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][C:4]=1[N+:12]([O-])=O>CC#N>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][C:4]=1[NH2:12]

Participants

3

Reactant 1

HCID 83852,4-Dinitroanisole

Product 1

HCID 119762,4-Diaminoanisole

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Methoxy-benzene-1,3-diamine (D-3) was synthesized following the general scheme above starting from 1-methoxy-2,4-dinitro-benzene. Yield (quant.). HPLC ret. time 0.31 min, 10-99% CH3CN, 5 min run.

Workup

  1. customYield (quant.)

Sources & evidence

ORD record
ord-78f969d615714434a6b70b62b27aa343
Source dataset
uspto-grants-2013_01
Patent number
US08354427B2

Reaction notes

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