3-Amino-4-octylthio-2-methylthiomethylbenzotrifluoride → Trifluoromethyl toluidine

HRID 1707166

Reaction equation

HRID 1707166 reaction equation
[NH2:1][C:2]1[C:3]([CH2:13]SC)=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:6][C:7]=1Cl.NC1C(CSC)=C(C(F)(F)F)C=CC=1Br.NC1C(CSC)=C(C(F)(F)F)C=CC=1I.NC1C(CSC)=C(C(F)(F)F)C=CC=1C.NC1C(SC)=C(C(F)(F)F)C=CC=1SCC.NC1C(CSC)=C(C(F)(F)F)C=CC=1SCCC.NC1C(CSC)=C(C(F)(F)F)C=CC=1SCCCC.NC1C(CSC)=C(C(F)(F)F)C=CC=1SCCCCCCC.NC1C(CSC)=C(C(F)(F)F)C=CC=1SCCCCCCCC>>[NH2:1][C:2]1[C:3]([CH3:13])=[C:4]([C:9]([F:10])([F:11])[F:12])[CH:5]=[CH:6][CH:7]=1

Participants

10

Reactant 9

HCID 203328533-Amino-4-octylthio-2-methylthiomethylbenzotrifluorideHCID 203328543-Amino-4-bromo-2-methylthiomethylbenzotrifluorideHCID 203328623-Amino-4-heptylthio-2-methylthiomethylbenzotrifluorideHCID 203328643-Amino-4-iodo-2-methylthiomethylbenzotrifluorideHCID 203328653-Amino-4-ethylthio-2-methylthiobenzotrifluorideHCID 203328713-Amino-4-methyl-2-methylthiomethylbenzotrifluorideHCID 233529853-Amino-4-chloro-2-methylthiomethylbenzotrifluorideHCID 539015313-Amino-4-n-propylthio-2-methylthiomethylbenzotrifluorideHCID 540916373-Amino-4-n-butylthio-2-methylthiomethylbenzotrifluoride

Product 1

HCID 2735932Trifluoromethyl toluidine

Procedure

Similarly, the 3-amino-4-chloro-2-methylthiomethylbenzotrifluoride may be replaced with equivalent quantities of 3-amino-4-bromo-2-methylthiomethylbenzotrifluoride, 3-amino-4-iodo-2-methylthiomethylbenzotrifluoride, 3-amino-4-methyl-2-methylthiomethylbenzotrifluoride, 3-amino-4-ethylthio-2-methylthiobenzotrifluoride, 3-amino-4-n-propylthio-2-methylthiomethylbenzotrifluoride, 3-amino-4-n-butylthio-2-methylthiomethylbenzotrifluoride, 3-amino-4-heptylthio-2-methylthiomethylbenzotrifluoride, or 3-amino-4-octylthio-2-methylthiomethylbenzotrifluoride, and by following substantially the teachings of Step C of this example, there is produced 3-amino-2-methylbenzotrifluoride.

Sources & evidence

ORD record
ord-dc768ed1bb3b4c7aa2875fa676c5cbc6
Source dataset
uspto-grants-1980_06
Patent number
US04209464

Linked notes

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