(Trifluoromethyl)benzene → 3-(Trifluoromethyl)aniline

HRID 484826

Reaction equation

HRID 484826 reaction equation
C1(C(F)(F)F)C=CC=CC=1.[N+:11]([C:14]1[CH:15]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:17]=[CH:18][CH:19]=1)([O-])=O>>[NH2:11][C:14]1[CH:15]=[C:16]([C:20]([F:21])([F:22])[F:23])[CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 7368(Trifluoromethyl)benzeneHCID 7386m-(Trifluoromethyl)nitrobenzene

Product 1

HCID 73753-(Trifluoromethyl)aniline

Procedure

As another example, benzotrifluoride by nitration gives 3-nitrobenzotrifluoride which in turn by reduction gives 3-aminobenzotrifluoride. The latter can be reacted with phosgene to yield the 3-isocyanatobenzotrifluoride. In the subsequent reaction of the isocyanate with dimethylamine the 1-(3-trifluoromethylphenyl)-3-dimethyl-urea is obtained which is an important herbicide (DE-AS (German Examined Specification) No. 1206201).

Sources & evidence

ORD record
ord-9809aa2903184fe8ab71aba2b6866b11
Source dataset
uspto-grants-1985_08
Patent number
US04533777

Linked notes

Loading…