Trifluoromethyl toluidine → 5-chloro-2-methylbenzotrifluoride

HRID 1450023Notes

Reaction equation

HRID 1450023 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:4]=1[CH:5](Cl)Cl.CC1C([N+]([O-])=O)=CC(Cl)=CC=1C(F)(F)F.CC1C(N)=CC=CC=1C(F)(F)F>>[CH3:5][C:4]1[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:3]=1[C:2]([F:13])([F:1])[F:14]

Participants

4

Reactant 3

HCID 2735932Trifluoromethyl toluidineHCID 10890716HCID 10890716, compound2×HCID 10966608HCID 10966608, compound2×

Product 1

HCID 117901015-chloro-2-methylbenzotrifluoride

Procedure

2-Trifluoromethyl-4-chloro-benzalchloride and 2-methyl-3-nitro-5-chlorobenzotrifluoride, are intermediates in a process of preparing 2-methyl-3-aminobenzo-trifluoride. In this process, 2-trifluoromethyl-4-chlorobenzal-chloride is prepared by chlorinating o-trifluoromethylbenzalhalide, and 2-methyl-3-nitro-5-chlorobenzotrifluoride is prepared at first by hydrogenating the 2-trifluoro-methyl-4-chlorobenzalhalide to form a 2-methyl-5-monochlorobenzotrifluoride and then by nitrating the 2-methyl-5-monochlorobenzotrifluoride. Following this process, 2-methyl-3-aminobenzotrifluoride (MA-BTF) is prepared by hydrogenating the 2-methyl-3-nitro-5-chlorobenzotrifluoride. The thus prepared 2-methyl-3-aminobenzotrifluoride is useful as an intermediate in preparing medicines, agricultural chemicals and other chemical products.

Workup

  1. customis prepared at first

Sources & evidence

ORD record
ord-8ff220c30c9640d8817eff80ec8162f2
Source dataset
uspto-grants-1997_02
Patent number
US05600036

Reaction notes

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