3-(Trifluoromethyl)aniline → HCID 20512459, compound

HRID 894600Notes

Reaction equation

HRID 894600 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][CH2:10][CH:11]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=1)[CH3:12].ClC(C)[CH2:26][NH:27]C1C(C)=CC=CC=1C.FC(F)(F)C1C=C(C=CC=1)N.Cl.FC(F)(F)C1C=C(C=CC=1)N>>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]1[CH2:10][CH:11]([CH3:12])[N:13]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:21])([F:22])[F:23])[CH:15]=2)[C:26]1=[NH:27]

Participants

5

Reactant 4

HCID 73753-(Trifluoromethyl)anilineHCID 200755Alpha,alpha,alpha-trifluoro-M-toluidine hydrochlorideHCID 13674776HCID 13674776, compoundHCID 70530311HCID 70530311, compound

Product 1

HCID 20512459HCID 20512459, compoundYield 42.4%

Procedure

1-(2',6'-Dimethylphenyl-amino)-2-(3'-trifluoromethylphenyl-amino)-propane, applied as starting substance, is prepared by reacting N-(β-chloropropyl)-2,6-dimethyl-aniline, a compound prepared as described in Example 3, Method (b), point (a), with 3-trifluoromethyl-aniline. The reaction is performed as described in Example 16, point (c) with the difference that crystalline 3-trifluoromethyl-aniline hydrochloride is separated from the reaction mixture by trituration with benzene. The aimed product is obtained with a yield of 42.4%; m.p.: 160°-166° C. (dihydrochloride).

Workup

  1. customis prepared
  2. customa compound prepared
  3. customis separated from the reaction mixture by trituration with benzene

Sources & evidence

ORD record
ord-b7201b92b3d0407c967ad34ba7d65a0c
Source dataset
uspto-grants-1981_08
Patent number
US04284642

Reaction notes

Loading…