Aniline → 2-Chloro-6-isopropylaniline

Reaction equation

N[C:2]1[CH:7]=CC=C[CH:3]=1.C=CC.[Cl:11][C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[NH2:14]>>[Cl:11][C:12]1[CH:18]=[CH:17][CH:16]=[C:15]([CH:2]([CH3:7])[CH3:3])[C:13]=1[NH2:14]

Participants

Reactant 3

HCID 6115Aniline

HCID 72402-Chloroaniline2×

HCID 8252Propylene2×

Product 1

HCID 189816982-Chloro-6-isopropylaniline

Procedure

2-chloro-6-isopropyl aniline was prepared by the method of Example 2 using an H-Y zeolite catalyst for the condensation of aniline and propylene. 2-chloroaniline and propylene were fed to the reactor in a 1:5 mole ratio and LHSV of 0.25 based on 2-chloroaniline. The reaction was conducted at 250° C. and 1343 psig. The effluent product stream was analyzed by gas chromatography. Conversion of 2-chloroaniline was 72%.