4-Chloro-3,5-dinitrobenzotrifluoride → N-(3,5-dichloro-4-pyridyl)-2,6-dinitro-4-trifluoromethylaniline

HRID 1065774Notes

Reaction equation

HRID 1065774 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:9])[C:7]=1[NH2:8].NC1C(Cl)=CC(Cl)=C(C)N=1.[N+:20]([C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[C:25]([N+:33]([O-:35])=[O:34])[C:24]=1Cl)([O-:22])=[O:21]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:9])[C:7]=1[NH:8][C:24]1[C:25]([N+:33]([O-:35])=[O:34])=[CH:26][C:27]([C:29]([F:32])([F:30])[F:31])=[CH:28][C:23]=1[N+:20]([O-:22])=[O:21]

Participants

5

Reactant 3

HCID 98094-Chloro-3,5-dinitrobenzotrifluorideHCID 898884-Amino-3,5-dichloropyridineHCID 14158632-Amino-3,5-dichloro-6-methylpyridine

Product 1

HCID 12812483N-(3,5-dichloro-4-pyridyl)-2,6-dinitro-4-trifluoromethylaniline

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In accordance with the process of Preparation No. 2 except using 1.63 g. of 3,5-dichloro-4-aminopyridine instead of 1.8 g. of 2-amino-3,5-dichloro-6-methylpyridine; and using 50 ml. of dimethylformamide instead of 30 ml. of the same and using 2.7 g. of 2,6-dinitro-4-trifluoromethylchlorobenzene instead of 3.07 g. of the same, the process was carried out to obtain 2.8 g. of the object compound having the melting point of 138° to 140° C.

Workup

  1. customIn accordance with the process of Preparation No
  2. customto obtain 2.8 g

Sources & evidence

ORD record
ord-8ac3c09afcc74f2491bd5d335687a162
Source dataset
uspto-grants-1982_05
Patent number
US04331670

Reaction notes

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