Potassium Hydroxide → 4-Chloro-2-[(2-chlorophenyl)methyl]aniline

HRID 267407Notes

Reaction equation

HRID 267407 reaction equation
[NH2:1][C:2]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:3]=1[C:4](=NN)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:11].[OH-].[K+]>C(O)COCCO>[Cl:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[CH2:4][C:3]1[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:2]=1[NH2:1]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 4067448Methanone, (2-amino-5-chlorophenyl)(2-chlorophenyl)-, hydrazone

Product 1

HCID 143578744-Chloro-2-[(2-chlorophenyl)methyl]aniline

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

In the manner given in Preparation 11, 2-amino-2',5-dichlorobenzophenone hydrazone is refluxed with potassium hydroxide in diethylene glycol to give 2-(o-chlorobenzyl)-4-chloroaniline, boiling point 140°-148° (0.15 mm Hg), melting point 64°-65° C.

Sources & evidence

ORD record
ord-5a77f532b0214cbdb4955431fd18e9eb
Source dataset
uspto-grants-1976_03
Patent number
US03941803

Reaction notes

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