4-Chloro-2-toluidine → N'-(4-Chloro-2-methyl-phenyl)-N-ethyl-propane-1,3-diamine

Reaction equation

[CH3:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[NH2:4].Br.[CH2:11]([NH:13][CH2:14][CH2:15][CH2:16]Br)[CH3:12]>>[Cl:9][C:7]1[CH:6]=[CH:5][C:3]([NH:4][CH2:16][CH2:15][CH2:14][NH:13][CH2:11][CH3:12])=[C:2]([CH3:1])[CH:8]=1

Participants

Reactant 2

HCID 72514-Chloro-2-toluidine

HCID 183248271-Propanamine, 3-bromo-N-ethyl-, hydrobromide

Product 1

HCID 18324839N'-(4-Chloro-2-methyl-phenyl)-N-ethyl-propane-1,3-diamine

Procedure

Prepared in the manner of Example 1, Step A using 2-methyl-4-chloroaniline and the N-ethyl-1-amino-3-bromopropane hydrobromide salt of Step C (12.7 g).

Sources & evidence

ORD record: ord-560ade60dc8444efa824b30e61cf86ba
Source dataset: uspto-grants-2002_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06340687B1

Reaction notes

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