2,4-Dinitro(trifluoromethoxy)benzene → 4-(Trifluoromethoxy)benzene-1,3-diamine

HRID 401357Notes

Reaction equation

HRID 401357 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[CH:6][C:5]=1[O:13][C:14]([F:17])([F:16])[F:15])([O-])=O>CC#N>[F:15][C:14]([F:16])([F:17])[O:13][C:5]1[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=1[NH2:1]

Participants

3

Reactant 1

HCID 27371312,4-Dinitro(trifluoromethoxy)benzene

Product 1

HCID 249022864-(Trifluoromethoxy)benzene-1,3-diamine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Trifluoromethoxy-benzene-1,3-diamine (D-4) was synthesized following the general scheme above starting from 2,4-dinitro-1-trifluoromethoxy-benzene. Yield (89%). HPLC ret. time 0.91 min, 10-99% CH3CN, 5 min run; ESI-MS 193.3 m/z (MH+).

Workup

  1. customYield (89%)

Sources & evidence

ORD record
ord-fbccd28c2242468295cbc65531ea125d
Source dataset
uspto-grants-2014_06
Patent number
US08741925B2

Reaction notes

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