Nitric Acid → 4-Chloro-3,5-dinitrobenzotrifluoride

HRID 980564

Reaction equation

CCCN([C:8]1[C:9]([N+:21]([O-:23])=[O:22])=[CH:10][C:11]([C:17]([F:20])([F:19])[F:18])=[CH:12][C:13]=1[N+:14]([O-:16])=[O:15])CCC.FC(F)(F)C1C=CC([Cl:32])=CC=1.[N+]([O-])(O)=O.S(=O)(=O)(O)O>>[F:18][C:17]([F:20])([F:19])[C:11]1[CH:10]=[C:9]([N+:21]([O-:23])=[O:22])[C:8]([Cl:32])=[C:13]([N+:14]([O-:16])=[O:15])[CH:12]=1

Participants

Reactant 4

HCID 944Nitric Acid

HCID 1118Sulfuric Acid

HCID 5569Trifluralin

HCID 73941-Chloro-4-(trifluoromethyl)benzene

Product 1

HCID 98094-Chloro-3,5-dinitrobenzotrifluoride

Procedure

The preparation of, for example, trifluralin is carried out by nitrating 1-trifluoromethyl-4-chlorobenzene with nitric acid in the presence of sulfuric acid to give 1-trifluoromethyl-3,5-dinitro-4-chlorobenzene, from which 2,6-dinitro-4-trifluoromethyl-N,N-dipropylaniline is obtained by amination with the secondary amine, di-n-propylamine. This synthesis can be represented by the following reaction scheme: ##STR1##

Sources & evidence

ORD record: ord-0e498738094b42a59fbfc63006f8daad
Source dataset: uspto-grants-1987_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04638090

Linked notes

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